[ CAS No. 167316-27-0 ]

Name: 167316-27-0|N-((1S,2S)-2-Amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide|98%
Brand: Ambeed
SKU: A526827
Price: 5.0 USD
Availability: InStock
Rating: 97 (35 reviews)

{[proInfo.proName]} ,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 167316-27-0 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 167316-27-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 167316-27-0 ]

SDS Specification

Alternatived Products of [ 167316-27-0 ]

Product Details of [ 167316-27-0 ]

CAS No. :	167316-27-0	MDL No. :	MFCD03095684
Formula :	C₂₁H₂₂N₂O₂S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	UOPFIWYXBIHPIP-SFTDATJTSA-N
M.W :	366.48	Pubchem ID :	6612782
Synonyms :

Calculated chemistry of [ 167316-27-0 ]

Physicochemical Properties

Num. heavy atoms :	26
Num. arom. heavy atoms :	18
Fraction Csp3 :	0.14
Num. rotatable bonds :	6
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	103.79
TPSA :	80.57 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-6.14 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.08
Log Po/w (XLOGP3) :	3.37
Log Po/w (WLOGP) :	4.15
Log Po/w (MLOGP) :	3.05
Log Po/w (SILICOS-IT) :	3.04
Consensus Log Po/w :	3.14

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-4.35
Solubility :	0.0163 mg/ml ; 0.0000445 mol/l
Class :	Moderately soluble
Log S (Ali) :	-4.74
Solubility :	0.00667 mg/ml ; 0.0000182 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-7.48
Solubility :	0.0000121 mg/ml ; 0.000000033 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.78

Safety of [ 167316-27-0 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 167316-27-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 167316-27-0 ]
Downstream synthetic route of [ 167316-27-0 ]

[ 167316-27-0 ] Synthesis Path-Upstream 1~4

1
[ 29841-69-8 ]
[ 98-59-9 ]
[ 167316-27-0 ]

Yield	Reaction Conditions	Operation in experiment
88%	With sodium hydroxide In dichloromethane at 0 - 5℃; for 3 h; Inert atmosphere	Synthesis of Compound 2009: To a 2-L, three-neck, round-bottom flask equipped with a temperature probe, magnetic stir bar, nitrogen inlet, and addition funnel were added (lS,2S)-(-)-l,2-diphenylethylenediamine (20 g, 0.094 mol) and dichloromethane (160 mL). The mixture was cooled to 0-3 ⁰C and a 1 M solution of sodium hydroxide (160 mL) was added dropwise while maintaining the temperature below 5 ⁰C. To this mixture was added a solution of toluenesulfonyl chloride (17.9 g, 0.094 mol) in dichloromethane (320 mL) dropwise over a 2-h period. The biphasic mixture was stirred at 0-5 ⁰C for an additional 1 h and the reaction was deemed complete by TLC (50percent EtO Ac/heptane, UV). Phases were separated and the organic phase was washed with water (2 x 320 mL) and brine (320 mL), dried over sodium sulfate and concentrated to a crude solid. The solid was dissolved in toluene (200 mL) at 70-80 ⁰C and heptane (300 mL) was added portionwise while maintaining this temperature. The resulting slurry was cooled and stirred at 20-25 ⁰C for 1 h and then cooled and stirred at 0-5 ⁰C for 10 min. The solids were filtered and washed with a 50percent solution of toluene in heptane (3 x 1 bed volume) to give compound 2009 (30.24 g, 88percent) as a white powder.
82.3%	With sodium hydroxide In dichloromethane; water at 0 - 20℃; for 3 h;	The procedure is the same as in Example 1,Except that (1S, 2S) -1,2-diphenylethylenediamine (3.0 g, 14.1 mmol)Added to 50mLDCM,After stirring and dissolving,A 15 mL aqueous solution of 2N NaOH was added,Cooling to 0 ,A solution of p-toluenesulfonyl chloride (2.65 g, 14.1 mmol)In dichloromethane (30 mL)After maintaining the reaction at 0 ° C for 1 hour,The temperature was raised to room temperature for 2 hours,HPLC detection reaction ended.The reaction solution was poured into saturated sodium chloride solution (30 mL)Stir for 10 minutes,After stratification,The aqueous phase was extracted once with DCM (30 mL)Combine organic phase,dry,The dichloromethane was removed by distillation under reduced pressure,Get crude.Recrystallization from petroleum ether / ethyl acetate system gave yellow solid Compound I (4.48 g, 82.3percent)

Reference： [1] Organic and Biomolecular Chemistry, 2011, vol. 9, # 7, p. 2505 - 2511
[2] Journal of Organic Chemistry, 2004, vol. 69, # 4, p. 1283 - 1289
[3] Patent: WO2010/120719, 2010, A1, . Location in patent: Page/Page column 194; 196-197
[4] Patent: CN106496099, 2017, A, . Location in patent: Paragraph 0033; 0034; 0035; 0048; 0049
[5] Organic Syntheses, 2005, vol. 82, p. 10 - 17
[6] European Journal of Organic Chemistry, 1999, # 9, p. 2315 - 2321
[7] Tetrahedron Asymmetry, 1997, vol. 8, # 13, p. 2101 - 2108
[8] European Journal of Organic Chemistry, 2000, # 12, p. 2247 - 2252
[9] Patent: EP1174426, 2002, A1, . Location in patent: Page 36
[10] Chemistry - A European Journal, 2008, vol. 14, # 25, p. 7687 - 7698

2
[ 29841-69-8 ]
[ 98-59-9 ]
[ 170709-41-8 ]
[ 167316-27-0 ]

Reference： [1] Patent: EP1375477, 2004, A2, . Location in patent: Page/Page column 7-8
[2] Patent: EP1375477, 2004, A2, . Location in patent: Page/Page column 8
[3] Patent: US2005/59842, 2005, A1, . Location in patent: Page/Page column 5
[4] Patent: US2005/59842, 2005, A1, . Location in patent: Page/Page column 5

3
[ 530-36-9 ]
[ 98-59-9 ]
[ 167316-27-0 ]

Reference： [1] Organic and Biomolecular Chemistry, 2013, vol. 11, # 5, p. 787 - 797

4
[ 167316-27-0 ]
[ 192139-90-5 ]

Yield	Reaction Conditions	Operation in experiment
0.37 g	With triethylamine In isopropyl alcohol at 80℃; for 1 h;	Example A.3 [0082] [0083] A mixture of N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methyl-benzenesulfonamide (2.13 mmol), dichloro(p-cymene)ruthenium(II) dimer (2.13 mmol) and TEA (0.6 ml) in 2-propanol (21 ml) was stirred at 80° C. for 1 hour. After cooling to 20° C., the organic solution was concentrated under vacuum. The resulting solid was washed with water (10 ml) and dried under reduce pressure to give the crude product, which was further re-crystallized from methanol to give 0.37 g of the product as a bright orange solid intermediate (14).

Reference： [1] Patent: US2013/109694, 2013, A1, . Location in patent: Paragraph 0082-0083

[ 167316-27-0 ] Synthesis Path-Downstream 1~69

1
Boc-Pmh-Asn(Trt)-Aib-Ser(tBu)-OH [ No CAS ]
[ 167316-27-0 ]
[1-[1-(1-{2-tert-butoxy-1-[1,2-diphenyl-2-(toluene-4-sulfonylamino)-ethylcarbamoyl]-ethylcarbamoyl}-1-methyl-ethylcarbamoyl)-2-(trityl-carbamoyl)-ethylcarbamoyl]-2-(3-methyl-3H-imidazol-4-yl)-ethyl]-carbamic acid tert-butyl ester [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2006,vol. 128,p. 16454 - 16455
[2]Journal of the American Chemical Society,2008,vol. 130,p. 16358 - 16365

2
dichloro(mesitylene)ruthenium(II) dimer [ No CAS ]
[ 167316-27-0 ]
(1S,2S)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine-ruthenium(mesitylene) [ No CAS ]

Reference： [1]Patent: EP1174426,2002,A1 .Location in patent: Page 40

3
[ 52462-29-0 ]
[ 167316-27-0 ]
(1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II) [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition in English,1997,vol. 36,p. 285 - 288
[2]Organic Letters,2013,vol. 15,p. 4912 - 4914
[3]Chemical Communications,2016,vol. 52,p. 362 - 365
[4]Patent: EP1174426,2002,A1 .Location in patent: Page 36

4
[RuCl₂(cymene)]2 [ No CAS ]
[ 167316-27-0 ]
[N-[(1S,2S)-2-(amino-κN)-1,2-diphenylethyl]-p-tolylsulphonamidato-κN]chloro[(η6)-cumene]ruthenium(II) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In dichloromethane; for 0.25h;	[0203] In a Schlenk vessel, the catalyst solution -is prepared by weighing in 2.03 mol equivalents of 1S,2S-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine (S,S-TsDPEN) and 1 mol equivalent of [(cumene)RuCl2]2, stirring this mixture in 5 ml of CH2Cl2 and admixing with 2 mol equivalents of Et3N for 15 min.

Reference： [1]Patent: US2003/225274,2003,A1 .Location in patent: Page 11

5
[RuCl₂(hexamethylbenzene)]2 [ No CAS ]
[ 167316-27-0 ]
[(η6-C6Me6)Ir((S,S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine)] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide; In dichloromethane; water; at 20℃; for 1h;	Under an atmosphere of argon, 134 mg (0.2 mmol) of [RuCl2(hexamethylbenzene)]2 147 mg (0.4 mmol) of (S,S)-TsDPEN, 183 mg (2.8 mmol ) of potassium hydroxide, 3 mL of methylene chloride, and 3 mL of water were placed in a 20 mL Schlenk tube and stirred at room temperature for 1 hour. The organic phase was washed with water several times, and sodium sulfate was then added to the organic phase to dry it. The organic phase was further dried with CaH2 and then filtered, the solvent was removed by distillation, and the residue was dried under vacuum. The violet crystals thus obtained were used directly in a reaction as a catalyst. By the same procedure as in Reference Example 1, Ru[(S,S)-Tsdpen] (1,2,3,4,5-pentamethylbenzene), Ru[(S,S)-Tsdpen] (1,2,4,5-tetramethylbenzene), Ru[(S,S)-Tsdpen] (1,3,5-trimethylbenzene), Ru[(S,S)-Tsdpen] (p-cymene), and Ru[(S,S)-Msdpen] (hexamethylbenzene) were synthesized. Furthermore, RuH[(R,R)-Tsdpen] (1,3,5-trimethylbenzene) was synthesized by carrying out the reaction of Reference Example 1 in 2-propanol.

Reference： [1]Patent: EP1439159,2004,A1 .Location in patent: Page 18-19

6
[ 29841-69-8 ]
[ 98-59-9 ]
[ 170709-41-8 ]
[ 167316-27-0 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In dichloromethane; water; at 0℃; for 2h;	In a 3-necked flask, 5.0 g of S,S-diphenylethylenediamine are dissolved in 40 ml of CH2C12. Subsequently, 40 ml of 1 M sodium hydroxide solution are added and the mixture is cooled by means of an ice bath. Afterwards, a solution of 4.49 g of p-toluenesulphonyl chloride in 80 ml of CH2C2 are added dropwise at 0 C. within 60 min. After 1 h at 0 C., the reaction is terminated. The organic phase is removed and washed with water, and the solvent is removed on a rotary evaporator. Crude diamine:mono-: disubstitution product: 3.5:93:3.5. Crystallization is effected from toluene: hexane. Yield: 7.8 g of crystalline product (91%), mono-: disubstitution product selectivity: 95.5:4.5.
	With triethylamine; In dichloromethane; at 0 - 20℃; for 5h;	In a 3-necked flask, 2.21 g of p-toluenesulphonyl chloride in 40 ml of CH2Cl2 are admixed with 3.0 ml of triethylamine (1.8 eq). The mixture is cooled to 0 C. and 2.46 g of S,S-diphenyethylenediamine are added. After 1 h at 0 C. and 4 h at RT, the reaction is worked up. The mixture is diluted with 50 ml of dichloromethane and washed with 50 ml of 0.5 M NaOH, the cloudy organic phase is removed and washed with 20 ml of water and 50 ml of NaCl solution and the solvent is removed on a rotary evaporator. The mixture is admixed with toluene and remaining triethylamine is removed azeotropically. Yield: 2.93 g (?69%?) of crude product, mono-: disubstitution product selectivity: 83:17.

Reference： [1]Patent: EP1375477,2004,A2 .Location in patent: Page/Page column 7-8
[2]Patent: EP1375477,2004,A2 .Location in patent: Page/Page column 8
[3]Patent: US2005/59842,2005,A1 .Location in patent: Page/Page column 5
[4]Patent: US2005/59842,2005,A1 .Location in patent: Page/Page column 5

7
[ 52462-29-0 ]
[ 167316-27-0 ]
[N-[(1S,2S)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In isopropyl alcohol; for 1h;Heating / reflux;	[RUCL2 (RL6-P-CYMENE)] 2 (0.84g, 1. 37MMOL), ET3N (0.67g, 6. 66MMOL, 0.93mL), and (1S, 2S)-N-P-TOLUENESULFONYL-1, 2-DIPHENYLETHYLENEDIAMINE (L. OG, 2. 72MMOL, 1. 78MOL% based upon ketone) are combined in a 500ML 1N round bottom flask. Isopropanol (25 mL) and Et3N (0.67g, 6. 66MMOL, 0.93mL) is added, a reflux condenser is attached and the mixture is warmed under reflux, and maintained, for 1 hour. Cool to room temperature and concentrate in vacuo (rotovapor followed by vacuum pump) to furnish the catalyst as a brown powdery solid. To the catalyst is added anhydrous DMF (Aldrich Sure Seal, 225mL), followed in order by 2- chloroacetylpyridine (23. 88G, 0. 153MOL) and HCOOH/Et3N (5: 2, Fluka, 55ML). After ca. 2-3 minutes of stirring (room temperature) bubbles (presumed to be CO2) are apparent, emanating from the stirring vortex of the red-black solution. Reaction progress is monitored by reverse phase analytical HPLC, and after 75 minutes of stirring, the starting material had been consumed (95: 5 NAH2PO4/H3PO4 buffered water/CH3CN to 5: 95,17 minutes; retention time of starting chloroketone: 7.39 minutes, retention time of halohydrin 2.66 minutes). Quench the reaction by adding MEOH (25ML), stir 5 minutes and then the DMF, etc is removed in vacuo (cold finger rotovapor, vacuum pump) to give a red-black viscous oil. The crude material is taken up in ET2O/CH2CL2 (4: 1,1. 25L), placed in a 3L separatory funnel, wash with saturated aq. NAHC03 (1. OL), brine (1. OL), and dried (NA2S04). Filtration and concentration in vacuo affords the crude product as a red-orange oil which is purified by chromatography on a column of silica gel (70MM OD, 250g 230-400mesh, packed hexanes; compound applied in CH2CIZ/HEXANES 60: 40; eluted with HEXANES/ET20 (75: 25 2L; 65: 35 2L; 55: 45 2L; 350mL fractions) using the flash technique. Fractions 9-16 are combined to afford 14. 72G (61%) of the target halohydrin as pale yellow solid. Physical Characteristics: MP: 47-48C ; 1H-NMR (400MHZ, CDC13) : 8 = 8.65, 7.92, 7.58, 7.44, 5.13, 4.60, 3.91 ; IR (neat): 3138, 3074,3029, 3014,2974, 2964,2955, 2895,2862, 2848, 2472,2350, 2328,2305, 2261 CM-1 ; Anal. Found: C, 53.23 ; H, 5.12 ; N, 8. 82 ; Specific Rotation LA] D25 =-39 (c 0.94, CH2C12) ; Chiral HPLC Analysis (Chiracel OJ): 98: 2; 96% ee. [RUCL2 (N6-P-CYMENE)] 2 (0. 99G, 1. 61MMOL), Et3N (0.67g, 6. 66MMOL, 0. 93ML), and (1S, 2S)-N-P-TOLUENESULFONYL-1, 2-DIPHENYLETHYLENEDIAMINE (1. 18G, 3. 22MMOL, 2. 10MOL% based upon ketone) are combined in a 500ML 1N round bottom flask. i- PROH (25 mL) and Et3N (0.67g, 6. 66MMOL, 0. 93ML) are added, a reflux condenser is attached and the mixture is warmed under reflux, and maintained, for 1 hour. Cool to room temperature and concentrate in vacuo (rotovapor) to furnish the catalyst as an orange-brown powdery solid. To the catalyst is added anhydrous DMF (Aldrich Sure SEAL , 250mL), followed in order by 2-chloroacetylfuran (22.3g, 0. 154MOL) and HCOOH/Et3N (5: 2, Fluka, 55ML). After ca. 2-3 minutes of stirring (room temperature) bubbles (presumed to be C02) are apparent, emanating from the stirring vortex of the red-black solution. Reaction progress is monitored by reverse phase analytical HPLC, and after 65 minutes of stirring, the starting material had been consumed (95: 5 NAH2PO4/H3PO4 buffered water/CH3CN to 5: 95,17 minutes; retention time of starting chloroketone: 6.70 minutes, retention time of halohydrin 6.35 minutes). Quench the reaction by adding MEOH (25mL), stir 5 minutes and then the reaction mixture is poured into ice-water (1L) and the aqueous phase is saturated with salt. The mixture is transferred to a 2L separatory funnel with ether (500ML), shaken, and the organic phase is removed. The aqueous layer is extracted with ether (3X250mL) and the combined organic layers are wash with saturated aq. NAHC03 (0. 5L), brine (4X250ML), and dried (NA2S04). Filtration and concentration in vacuo affords the crude product as a red-orange oil (22.7g) that is triturated with ETHER/PENTANE (10: 90,4X 100ML). The combined triturates are concentrated in vacuo (take care as the halohydrin is volatile, hence the choice of ether/pentane as triturant and no removal of DMF in vacuo) to furnish the desired halohydrin R-1- (2-FURYL)-2- chloroethanol (16.03g, 71%) in good purity as determined by HPLC AND 1H-NMR. Physical Characteristics : 1H-NMR (400MHZ, CDC13) : 5 = 7.41, 6.32, 4.92, 3. 82, 2.58 ; IR (liq. ) 3373,2475, 2084,2023, 1940,1505, 1226,1151, 1142, 1089, 1068, 1012, 884, 818, 742 CM-1 ; MS (EI) M/Z (rel. intensity) 146 (13), 148 (4), 146 (13), 98 (4), 97 (base), 95 (4), 94 (2), 69 (6), 65 (2), 41 (7), 39 (3); HRMS (EI) found 146.0133 ; Specific Rotation [AD2S] =-18 (c 0.97, methanol); Chiral HPLC Analysis (Chiracel OJ) : 99: 1 ; 98% ee.

Reference： [1]Patent: WO2004/85414,2004,A1 .Location in patent: Page 12-13; 19-20

8
[(η5-C5Me5)2Rh2Cl4] [ No CAS ]
[ 167316-27-0 ]
C₃₁H₃₅ClN₂O₂RhS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Step 2 Scheme:- S, ¢ //--/N/ TEAF, I---) N 0 N 0 0 Compound 2 Compound 3 S-TsDPENMaterials : - Material Wt (g) MW Moles Equivs Compound 2 9 402. 79 0. 0224 1 DMF 39.5 73.09 0.54 24.16 (Rh CpC12) 2 0.0691 618.0 1. 12 x 104 5. 0 x 10-3 S, S-Ts DPEN 0.0817 366.0 2. 23 x 104 10. 0 x 10-3 DMF 7.5 73.09 0.103 4.59 TEAF 4. 65--2. 50 Cp = pentamethylcyclopentadiene A 250 ML jacketed reactor set up with overhead stirrer, condenser, thermocouple and sparge pipe situated below the level of the agitator was assembled. The purified Compound 2 (9g) was charged to the reactor with DMF (39.5g). Freshly made catalyst (Rh CP*CI2) 2 (69.1 mg) and ligand S, S-Ts DPEN (N-p-toluenesulphonyl-1, 2- diphenylethylene-1, 2-diamine, 817 mg) in DMF (7.5g) was then charged. The contents were cooled to 10C and a nitrogen sparge rate of 1.2 L/min was established. The agitation was on full at 400 RPM. A solution of TEAF (triethylamine : formic acid mixture in 2: 5 mole ratio, 4.65 mis) was added drop-wise over 11.5 hrs overnight. The reaction was quenched with water (50MIS), a 15C exotherm (10-25C) was observed upon addition of the first 20 mis. The remaining 30 mis was added at <20C (bath temperature: 0C). Toluene was then charged (60 mis) at 20C. The reaction mass was agitated and allowed to settle respectively for 30 minutes each. The sparge was switched off at this point. The bottom red aqueous phase was back extracted with toluene (3X50M1S). The three resulting toluene phases were combined with the first black/brown organic phase. The combined reaction mass was concentrated down to a residual mass of 14.18g. The material obtained was then subjected to 3 repeats of the reduction and work up procedure, using freshly prepared catalyst for each repeat, to achieve 87% conversion, and a product mass of 7.8 g.

Reference： [1]Patent: WO2005/28437,2005,A1 .Location in patent: Page/Page column 14-15

9
[ 52462-29-0 ]
[ 167316-27-0 ]
RuCl (S,S)[TsDPEN] (p-cymene) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
23%	With triethylamine; In isopropyl alcohol; at 80℃; for 1.5h;Heating / reflux;	PREPARATION EXAMPLE 2> Synthesis of RuCl [TsDPEN] (p-cymene) catalyst [scheme 2] f I 2-propanol [R-uC'2 (p-eymene) 12 + Q-RuCI [TsDPEN] (p-cymene) H2N NEI-Ts TEA, 80 C (S S) 1. 5hrs, 23% (S, S)- (-) In a flask, Di-mu-chloro-bis[(No.6-p- cymene) chlororuthenium (II) (211 mg, 345 p. mol) was dissolved in 2-propanol (10 mL), to which triethylamine (TEA) (0.192 mL, 1.38 mmol) was added and then (lS, 2S) - (p-toluenesulfonyl)-1, 2-diphenylethylenediamine (253 mg, 689 jJLmol) was added dropwise. Then, the flask, equipped with a reflux condenser, was filled with nitrogen gas. Using a thermostat, the reaction solution was adjusted to 80 C in temperature and refluxed for 1.5 hours. Completion of the reaction was detected by thin film chromatography. The reaction mixture was cooled to room temperature, and vacuum concentrated, to give a very viscous liquid residue. Such residue was dissolved in methanol (1 ml) with mild heating, and allowed to stand for one day and night. A scarlet solid was precipitated, and only deep brown supernatant was discarded. The residual precipitate as a scarlet solid was washed once with ethanol (1 mL). The solvent was removed under reduced pressure, yielding the desired compound, RuCl [TsDPEN] (p-cymene) (100 mg, 23%) as a scarlet solid. 1H-NMR (300MHz, CDC13) : 8 6.4-7. 1 (m, 14H), 5.69- 5.73 (m, 4H), 3.7 (d, lH), 3.56 (d, lH), 3.1 (m, lH), 2.4 (s, 3H), 2.2 (s, 3H), 1.39-1. 40 (d, 6H)
	With triethylamine; In isopropyl alcohol; at 75℃; for 1h;	Ruthenium catalyst preparation: di-mu-chlorobis[(p-cymene)chlororuthenium(II)] (12.2 g, 20.0 mmol) and (1S, 2S)-(+)-N-p-tosyl-1,2-diphenylethylenediamine (15.4 g, 42 mmol) were suspended in isopropanol (500 mL). In addition, triethylamine (8.01 g, 80 mmol) was added and the mixture was heated to 75 C. for 1 hour (using a rotavap and waterbath at 75 C., no reduced pressure.), and then evaporated to dryness under reduced pressure yielding a light brown solid that was used without any further purification.

Reference： [1]Patent: WO2003/95426,2003,A1 .Location in patent: Page/Page column 40-41
[2]Patent: US2008/261921,2008,A1 .Location in patent: Page/Page column 92

10
[ 52462-29-0 ]
[ 167316-27-0 ]
chloro [(1S,2S)-(-)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido}(mesitylene)ruthenium(II) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	at 20℃;	Bis(p-cymeneruthenium dichloride) is initially charged in an organic solvent and reacted at room temperature with (S,S)-TsDPEN [(S,S)-N-tosyl-1,2-diamino-1,2-diphenylethane]. Concentration and removal of the solvent under high vacuum affords Ru(p-cymene)(S,S)-TsDPEN of the formula:

Reference： [1]Patent: US2006/149080,2006,A1 .Location in patent: Page/Page column 15

11
di-mu-chlorobis[(p-cymene)chlororuthenium [ No CAS ]
[ 145121-00-2 ]
[ 167316-27-0 ]
[ 372154-84-2 ]

Yield	Reaction Conditions	Operation in experiment
	With formic acid; ammonium chloride; sodium hydrogencarbonate; triethylamine; In dichloromethane; ethyl acetate; acetonitrile;	EXAMPLE 1 Preparation of (3R,5S) t-butyl 3.5,6-trihydroxyhexanoate. To a stirred 250 ml round bottom flask 20 ml acetonitrile, 0.405 g (0.662 mmoles) of di-mu-chlorobis[(p-cymene)chlororuthenium (II)], and 0.492 g (1.34 mmoles) (1S,2S)-(+)-N-(4-toluenesulfonyl)-1,2-diphenylethylenediamine were charged. The solution was deoxygenated by sparging with nitrogen and thereafter maintaining a trickle. A deoxygenated solution of 26 g (0.119 mol) optically pure (5S) t-butyl 3-keto-5,6-dihydroxyhexanoate in 1-5 ml acetonitrile was charged to the reaction vessel and the solution stirred at ambient temperature for 20 minutes. 65 ml of a 5:2 (mol/mol) mixture of distilled formic acid and triethylamine were then added over a period of 10 minutes and the reaction mixture stirred at ambient temperature for 48 hours. To this solution 80 ml dichloromethane and 120 ml saturated sodium bicarbonate were slowly added. 70 g ammonium chloride was charged to the aqueous layer and the organic layer separated. The aqueous layer was washed thrice more with 90 ml ethylacetate, the organic fractions combined, dried over sodium sulfate and the solvent removed to give 21.1 g of a crude oil containing mainly (3R,5S) t-butyl 3,5,6-trihydroxyhexanoate. The ratio of diastereomers was determined by 13C-NMR to be 5.2:1 (3R:5S): (3S:5S). The material was used crude in the next reaction but could be purified by column chromatography.

Reference： [1]Patent: US2003/134900,2003,A1

12
formic acid/triethylamine complex 5:2 [ No CAS ]
di-μ-chlorobis[η-mesitylene]-chlororuthenium [ No CAS ]
[ 2252-63-3 ]
[ 167316-27-0 ]
[ 191591-69-2 ]
(-)-(S)-5-[3-[4-(4-fluorophenyl)piperazin-1-yl]propyl]-8-hydroxy-1-methyl-1,4,5,6,7,8-hexahydropyrrolo[3,2-c]azepin-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium iodide; sodium chloride; potassium carbonate; triethylamine; In tetrahydrofuran; ethyl acetate; isopropyl alcohol; acetonitrile;	EXAMPLE 84 Synthesis of (-)-(S)-5-[3-[4-(4-fluorophenyl)piperazin-1-yl]propyl]-8-hydroxy-1-methyl-1,4,5,6,7,8-hexahydropyrrolo[3,2-c]azepin-4-one (Compound No. 83) by asymmetric hydrogen transfer reaction of Compound No. 17 with a ruthenium complex A suspension of 58 mg (0.1 mmol) of di-mu-chlorobis[eta-mesitylene]chlororuthenium, 73 mg (0.2 mmol) of (1S,2S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine and 40 mg (0.4 mmol) of triethylamine in 50 ml of 2-propanol was stirred at 80 C. for 1 hour. The reaction mixture was concentrated under reduced pressure at 60 C. and dried, whereby the ruthenium complex was prepared. Into a solution of 1.28 g (5 mmol) of Compound 17 and 2.5 ml of a formic acid-triethylamine azeotropic mixture (5:2 molar ratio) in 8 ml of THF, 33 mg (0.05 mmol) of the above-obtained ruthenium complex were added, followed by stirring at room temperature for 72 hours. Ethyl acetate was added to the reaction mixture. The resultant mixture was washed with a half-saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column (eluent: methylene chloride/methanol=30/1), whereby 249 mg of pale brown crystals were obtained. Using 240 mg of the above-obtained crystals, 184 mg (1.02 mmol) of 1-(4-fluorophenyl)piperazine, 257 mg (1.86 mmol) of potassium carbonate, 279 mg (1.86 mmol) of potassium iodide and 5 ml of acetonitrile, a reaction, post treatment and purification were conducted as in Example 82, whereby 170 mg of the title compound were obtained ?optical purity: 99.6% e.e. (by HPLC[analysis)].

Reference： [1]Patent: US5962448,1999,A

13
[{(η⁶-p-cymene)Ru^IICl2}2] [ No CAS ]
[ 167316-27-0 ]
RuCl(p-CH₃C₆H₄-i-C₃H₇)(TsNHCHPhCHPhNH₂) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In N,N-dimethyl-formamide; for 0.0833333 - 0.166667h;	The activity of catalysts comprising the (S,S)-TsDAEN and (S,S)-TsDPEN ligands was compared at a 20-4Og scale. The catalysts were generated in situ by stirring [RuCl2(p-cymene)]2 and either (S5S)-TsDAEN or(S,S)-TsDPEN for 5-10 minutes in DMF before addition to oxcarbazepine and 1.07 equivalents of [Et3NH][OOCH]. 12.5M HCOOH solution in 20% DMF/EtOAc was injected slowly at pH=7.4. The ratio of oxcarbazepine to catalyst was 3000:1. Table 4 shows the results for Examples 5 and 6 (using (S5S)-TsDAEN) and example 7 (using (S5S)-TsDPEN): EPO <DP n="24"/>Table 4The (S5S)-TsDAEN examples show significantly better conversion than the (S5S)- TsDPEN example and show similar enantioselectivity.

Reference： [1]Patent: WO2007/12793,2007,A1 .Location in patent: Page/Page column 21

14
[ 52462-29-0 ]
[ 167316-27-0 ]
[(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In water; at 50℃; for 0.25h;Inert atmosphere;	A typical catalytic reaction was carried out in the following manner: [RuCl2(pcymene)]2 (3.1 mg, 0.005 mmol) and (1S,2S)-TsDPEN (4.4 mg, 0.012 mmol)were stirred in 3 mL distilled water at 50 C under N2 for 15 min. Meanwhile,aniline (91 lL, 1 mmol) was slowly added to 1 mL water solution containingbenzaldehyde (102 lL, 1 mmol) at room temperature to immediately form acloudy white mixture. After 5 min, the substrate mixture was combined with a1 mL aqueous solution containing HCO2Na (680 mg, 10 mmol) and HCO2H(760 lL, 20 mmol). Under N2, the yellowish catalyst solution was transferred tothe substrate/formate/formic acid mixture via syringe and the mixture stirred(750 rpm) at 50 or 60 C. After a given time interval, catalysis was quenched bycooling the reaction vial to room temperature. Around 3 mL of methylenechloride was added to the reaction vial and mixed thoroughly. Approximately10 drops of the organic layer were removed and diluted in CDCl3 to make NMRsamples. The conversion was determined by NMR spectroscopy and/or GC-MS.

Reference： [1]Angewandte Chemie - International Edition in English,1997,vol. 36,p. 285 - 288
[2]Chemistry - A European Journal,2015,vol. 21,p. 11378 - 11386
[3]Angewandte Chemie - International Edition in English,1997,vol. 36,p. 285 - 288
[4]Organic Syntheses,2005,vol. 82,p. 10 - 17
[5]Journal of Organic Chemistry,2014,vol. 79,p. 1516 - 1520
[6]Tetrahedron Letters,2016,vol. 57,p. 509 - 511

15
[RuCl2(η6-C6H5OCH2CH2OH)]2 [ No CAS ]
[ 167316-27-0 ]
[RuCl((R,R)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine)(η6-C6H5OCH2CH2OH)] [ No CAS ]

Reference： [1]Inorganica Chimica Acta,2003,vol. 352,p. 121 - 128

16
dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer [ No CAS ]
[ 167316-27-0 ]
pentamethylcyclopentadienyl*RhCl[(S,S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In dichloromethane; at 20℃; for 2h;Product distribution / selectivity;	0.10 g (0.16 mmol) of dichloro(pentamethylcyclopentadienyl)rhodium(III) dimer and 0.12 g (0.32 mmol) of (lS,2S)-(-)-N-p-tosyl 1,2-diphenylethylenediamine were placed in a 25 ml two-necked round flask under an argon atmosphere, 5 ml of anhydrous methylene chloride and 90 mul (0.65 mmol) of anhydrous triethyleneamine were added thereto, and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was concentrated under a reduced pressure to remove the solvent and dried for 2 hrs under a high vacuum to obtain 190 mg of the title compound as an orange-colored powder. The obtained compound was kept under an argon atmosphere during the experimental periods of the following Examples.
	In dichloromethane; at 20℃; for 2h;Product distribution / selectivity;	12.3 mg (0.02 mmol) of dichlorophientamethylcyclopentadieny^rhodium^II) dimer and 14.6 mg (0.04 mmol) of (iS,2S)-(-)-N-/7-tosyl-l,2-diphenylethylenediamine were placed in a 25 ml two-necked round flask under an argon atmosphere, 1 ml of anhydrous methylene chloride was added thereto, and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was concentrated under a reduced pressure to remove the solvent and dried for 4 hrs under a high vacuum to obtain 12 mg of the title compound as an orange-colored powder. The obtained compound was kept under an argon atmosphere during the experimental periods of the following

Reference： [1]Chemical Communications,2016,vol. 52,p. 362 - 365
[2]Patent: WO2008/54155,2008,A1 .Location in patent: Page/Page column 7
[3]Patent: WO2008/54155,2008,A1 .Location in patent: Page/Page column 8
[4]Organic Letters,2015,vol. 17,p. 2878 - 2881
[5]Organic Letters,2016,vol. 18,p. 6500 - 6503

17
[ 52462-29-0 ]
[ 167316-27-0 ]
Ru(p-cymene)[(S,S)TsDPEN] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide; In dichloromethane; at 20℃; for 0.0833333h;	Ru[(S,S)-Tsdpen](p-cymene) was synthesised according to the method described in the above-mentioned known document. The specific procedures are described below. First, [RuCl2(p-cymene)]2 (310 mg, 0.5 mmol) (manufactured by Kanto Chemical Co., Ltd.), (S,S)-TsDPEN (370 mg, 1 mmol), KOH (400 mg, 7 mmol), and 7 ml of methylene chloride were charged in a Schlenk-type reaction tube purged with argon. Then, the resultant mixture was stirred at room temperature for 5 minutes. Then, 7 ml of water was added to the mixture, followed by stirring at room temperature for 5 minutes. Then, the resulting layers were separated, and the methylene chloride layer was washed with 7 ml of water, and CaH2 was added to the layer. After the mixture was dried, CaH2 was removed by filtration, and methylene chloride was distilled off under reduced pressure (1 mmHg). The residue was dried to obtain 520 mg of Ru[(S,S)-Tsdpen](p-cymene).

Reference： [1]Patent: US2008/234525,2008,A1 .Location in patent: Page/Page column 4

18
[ 12354-84-6 ]
[ 167316-27-0 ]
(pentamethylcyclopentadienyl)IrCl[κ2(N,N')-(S,S)-p-toluenesulfonylNCHPhCHPhNH2] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In isopropyl alcohol; at 20℃; for 12h;	CpIr[(S,S)-Tsdpen] was synthesised according to the method described in the above-mentioned known document. The specific procedures are described below. First, [CpIrCl2]2 (660 mg, 1 mmol) (manufactured by Aldrich), (S,S)-TsDPEN (800 mg, 2.2 mmol), triethylamine (0.6 ml, 4.2 mmol), and 30 ml of 2-propanol were charged in a Schlenk-type reaction tube purged with argon. Then, the resultant mixture was stirred at room temperature for 12 hours and concentrated to 10 ml under reduced pressure (1 mmHg). The precipitated crystal was filtered off, washed with 5 ml of 2-propanol, and dried under reduced pressure (1 mmHg) to obtain 1.2 g of Cp*IrCl[(S,S)-Tsdpen].

Reference： [1]Patent: US2008/234525,2008,A1 .Location in patent: Page/Page column 5

19
[ 628-77-3 ]
[ 167316-27-0 ]
[ 1043450-10-7 ]

Reference： [1]Tetrahedron Asymmetry,2008,vol. 19,p. 1250 - 1255

20
[ 1020665-66-0 ]
[ 167316-27-0 ]
[ 1020665-69-3 ]

Reference： [1]Chemical Communications,2008,p. 1431 - 1433

21
[ 1078722-31-2 ]
[ 167316-27-0 ]
[η6:η1-C6H5(CH2)2NTf]Ru((S,S-TsNCH(C6H5)CH(C6H5)NH2) [ No CAS ]

Reference： [1]Organometallics,2008,vol. 27,p. 6053 - 6055

22
[ 1078722-33-4 ]
[ 167316-27-0 ]
[η6:η1-C6H5(CH2)3NTf]Ru((S,S-TsNCH(C6H5)CH(C6H5)NH2) [ No CAS ]

Reference： [1]Organometallics,2008,vol. 27,p. 6053 - 6055

23
[ 1078722-34-5 ]
[ 167316-27-0 ]
[η6:η1-C6H5(CH2)4NTf]Ru((S,S-TsNCH(C6H5)CH(C6H5)NH2) [ No CAS ]

Reference： [1]Organometallics,2008,vol. 27,p. 6053 - 6055

24
dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer [ No CAS ]
[ 167316-27-0 ]
[(η5-C5Me5)RhCl(S,S-4-MeC6H4SO2NCH(Ph)CH(Ph)NH2)] [ No CAS ]

Reference： [1]Organometallics,2009,vol. 28,p. 1435 - 1446

25
[ 104-87-0 ]
[ 167316-27-0 ]
[ 1078693-61-4 ]

Reference： [1]Chemistry - A European Journal,2008,vol. 14,p. 7687 - 7698

26
[ 100-52-7 ]
[ 167316-27-0 ]
[ 958867-31-7 ]

Reference： [1]Chemistry - A European Journal,2008,vol. 14,p. 7687 - 7698

27
[ 214759-65-6 ]
[ 167316-27-0 ]
(S)-4-hydroxy-chroman-7-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		A ruthenium chiral complex was prepared as follows: (1S, 2S)- (+)-N-p-tosyl-1,2-diphenylethylenediamine (1.10 g, 3.0 mmol, Aldrich) and [RuCl2 (nu6-para-cymene)]2 (0.92 g, 1.5 mmol, strem) were dissolved in 35 mL of i-PrOH and stirred at 80 OC for 1 h. The reaction was concentrated under reduced pressure to-5 mL. The mixture was cooled to-20C, and 10 mL of H2O was added with shaking. The solution was scratched with a spatula until it all solidifies. The solid was filtered and washed with H2O to provide the desired chiral complex. The complex was dried in vacuo. A 5/2 mixture of formic acid and Et3N was prepared as follows : A mixture of formic acid (190 mL, 232 g, 5.03 mmol) and Et3N (280 mL, 203 g, 2.01 mmol) were heated to 100C under reduced pressure (-100 mm Hg) to remove volatile chemicals. The residue was used without further purification. 7- Cyanochroman-4-one (10.2 g, 58.9 mmol) and a 5/2 mixture of formic acid and Et3N (50 mL) were dissolved in CH3CN (120 ml). The ruthenium chiral complex (S, S-, 0.380 g, 0.589 mmol) was added. The reaction was stirred at RT for 14 h. After the addition of H2O (100 mL), the mixture was extracted with EtOAc (300 mL, 3x). The organic phases were combined and washed sequentially with a saturated NaHCO3 solution and brine. The organic solution was dried over MgSO4, filtered and concentrated in vacuo to provide a crude brown solid which was purified by flash column chromatography (silica, 50% EtOAc in hexane) to provide the title compound.

Reference： [1]Patent: WO2004/92164,2004,A1 .Location in patent: Page 118

28
[ 52462-29-0 ]
[ 167316-27-0 ]
RuCl[κ2(N,N')-(S,S)-p-CH3C6H4SO2NCHPhCHPhNH2](η6-p-cymene) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In isopropyl alcohol; at 80℃; for 0.5h;Inert atmosphere;	Example 2; Preparation of sodium (4S)-4-hydroxy-2,6,6-trimethyl-1-oxocyclohex-2-en-3-olate (I-Na); Under a nitrogen atmosphere, 10 ml of isopropanol and 26.8 mg of (1S,2S)-(+)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine and 11.8 mg of dichloro(p-cymene)ruthenium(II) dimer were initially charged. The mixture was heated to 80 C. under nitrogen for 30 min, then cooled to 20 C. and admixed with 2.4 ml of a degassed aqueous solution of sodium 3,5,5-trimethyl-1,4-dioxocyclohex-2-en-2-olate (II-Na) in 2.4 ml of isopropanol. After addition of 1.8 ml of 0.1 M potassium hydroxide solution in isopropanol, the mixture was stirred at 40 C. for 24 h. After acidification, it was found by means of HPLC analysis that the compound (II-Na) had been converted quantitatively and the chiral alcohol (I-Na) had an enantiomeric purity of greater than 99% ee.

Reference： [1]Patent: US2010/41922,2010,A1 .Location in patent: Page/Page column 5

29
[ 32621-46-8 ]
[ 167316-27-0 ]
[ 1234856-69-9 ]

Reference： [1]Advanced Synthesis and Catalysis,2010,vol. 352,p. 1113 - 1118

30
[ 52462-29-0 ]
[ 167316-27-0 ]
[ 1070165-93-3 ]

Yield	Reaction Conditions	Operation in experiment
98%	With potassium hydroxide; In dichloromethane; at 20 - 25℃; for 0.166667h;Inert atmosphere;	Synthesis of Compound 2010: To a 1-L, nitrogen-flushed, three-neck, round-bottom flask equipped with a temperature probe, mechanical stirrer, addition funnel and nitrogen inlet were added compound 2007 (10.4 g, 0.017 mol), compound 2009 (12.5 g, 0.034 mol), potassium hydroxide (14.14 g, 0.252 mol), and anhydrous dichloromethane (217 mL). This mixture was stirred at 20-25 0C for 10 min and then water (217 mL) was added dropwise while maintaining the temperature below 30 0C. The resulting mixture was stirred for 15 min and the phases separated. The organic phase was washed with water (217 mL), dried over sodium sulfate, and filtered. The filtrate was dried over calcium hydride (4.2 g) portionwise and the solids were filtered over Celite and washed with anhydrous dichoromethane. The filtrate was concentrated under vacuum to give compound 2010 (20 g, 98%) as a purple solid.

Reference： [1]Patent: WO2010/120719,2010,A1 .Location in patent: Page/Page column 194; 196-198

31
[ 100541-19-3 ]
[ 167316-27-0 ]
[ 1265177-67-0 ]

Reference： [1]European Journal of Organic Chemistry,2011,p. 786 - 793

32
2'-diphenylphosphanyl-[1,1']binaphthalenyl-2-carboxylic acid [ No CAS ]
[ 167316-27-0 ]
(R)-2'-(diphenylphosphino)-N-((1S,2S)-2-(4-methylphenylsulfonamido)-1,2-diphenylethyl)-1,1'-binaphthyl-2-carboxamide [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2011,p. 1956 - 1960

33
[ 1295509-64-6 ]
[ 167316-27-0 ]
[ 1295509-73-7 ]

Reference： [1]European Journal of Organic Chemistry,2011,p. 6078 - 6084
[2]Organic and Biomolecular Chemistry,2011,vol. 9,p. 2505 - 2511

34
[ 111-71-7 ]
[ 167316-27-0 ]
[ 1304189-57-8 ]

Reference： [1]Journal of Organometallic Chemistry,2011,vol. 696,p. 1687 - 1690

35
[ 17178-10-8 ]
[ 167316-27-0 ]
[ 1304189-39-6 ]

Reference： [1]Journal of Organometallic Chemistry,2011,vol. 696,p. 1687 - 1690

36
[ 123-38-6 ]
[ 167316-27-0 ]
[ 1304189-44-3 ]

Reference： [1]Journal of Organometallic Chemistry,2011,vol. 696,p. 1687 - 1690

37
[ 928-90-5 ]
[ 98-59-9 ]
[ 167316-27-0 ]
[ 78-79-5 ]
[ 1333982-28-7 ]
[ 1404469-11-9 ]

Yield	Reaction Conditions	Operation in experiment
		The tosylates (10.45 g, 32.61 mmol, isomer ratio: 1,4 type/1,5 type=77/23) obtained in Example 2 were dissolved in 40 ml of toluene, and DIPEA (4.79 g, 32.61 mmol) and (S,S)-TsDPEN (11.95 g, 32.61 mmol) were added thereto, followed by stirring at 135 C. for 14 hours. After that, the solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1). Thus, 9.31 g of the title compounds were obtained as a yellow oily substance. Yield: 55.5% (isomer ratio: 1,4 type/1,5 type=77/23). Note that the following NMR spectrum data are those of the mixture of the two isomers. [0063] 1H NMR (CDCl3, 300 MHz): delta 7.38-7.36 (m, 2H+2H?), 7.14-7.12 (m, 3H+3H?), 7.05-7.00 (m, 5H+5H?), 6.96-6.88 (m, 4H+4H?), 6.30 (brs, 1H+1H?), 5.60-5.58 (m, 1H?), 5.53-5.51 (m, 1H?), 5.41-5.40 (m, 1H), 5.37-5.36 (m, 1H), 4.24-4.22 (m, 1H+1H?), 3.60-3.58 (m, 1H+1H?), 2.55 (brs, 4H), 2.46-2.37 (m, 1H+1H?), 2.34 (s, 3H+3H?), 2.32-2.23 (m, 1H+1H?), 2.01 (brs, 4H?), 2.01-1.88 (m, 2H+2H?), 1.77 (s, 3H?), 1.67 (s, 3H), 1.46-1.28 (m, 5H+5H?); [0064] HRMS (ESI): calcd for C32H39N2O2S[M+H]+515.2727, found 515.2747
		In 45 mL of THF, 1,2-bis(diphenylphosphino) ethane (0.77 g, 1.93 mmol), cobalt bromide 0.41 (0.41 g, 1.87 mmol), zinc iodide (1.19 g, 3.73 mmol), and zinc (0.24 g, 3.67 mmol) were dissolved, followed by stirring at 70 C. for 15 minutes. After cooling to room temperature, isoprene (7.55 g, 110.83 mmol) was added. Then, 5-hexyn-1-ol (8.94 g, 91.09 mmol) was slowly added dropwise with cooling in a water bath. After stirring at 35 C. for 1 hour, the solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1). Thus, 13.34 g of the title compounds, alcohols, were obtained as a colorless oily substance. Yield: 88.10 (isomer ratio: 1,4 type/1,5 type=77/23). Note that the following NMR spectrum data are those of the isomer mixture; 1H-NMR (CDCl3, 300 MHz): delta 5.61-5.57 (m, 2H?), 5.43-5.41 (m, 2H), 3.67-3.63 (m, 2H+2H?), 2.58 (brs, 4H), 2.10 (brs, 4H?), 2.08 (t, J=6.9 Hz, 2H?), 2.00 (t, J=7.2 Hz, 2H), 1.76 (s, 3H?), 1.67 (s, 3H), 1.61-1.43 (m, 5H+5H); HRMS (ESI): calcd for C11H19O [M+H]+ 167.1430. found 167.1432 ; The alcohols (12.19 g, 73.32 mmol, isomer ratio: 1,4 type/1,5 type=77/23) obtained in Example 1, triethylamine (8.90 g, 87.98 mmol), and 1-methylimidazole (7.22 g, 87.98 mmol) were dissolved in 10 mL of toluene. With cooling in an ice-bath, a toluene solution (40 ml) of p-toluenesulfonyl chloride (15.94 g, 83.58 mmol) was slowly added dropwise, followed by stirring at room temperature for 1 hour. Tap water was added thereto, and the resultant layers were separated from each other. The obtained organic layer was washed with 2 M hydrochloric acid and tap water. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=20/1?4/1). Thus, 20.25 g of the title compounds, tosylates, were obtained as a colorless oily substance. Yield: 86.2% (isomer ratio: 1,4 type/1,5 type=77/23). Note that the following NMR spectrum data are those of the isomer mixture; 1H-NMR (CDCl3, 300 MHz): delta 7.80-7.77 (m, 2H+2H?), 7.36-7.33 (m, 2H+2H?), 5.58-5.56 (m, 1H?), 5.51-5.49 (m, 1H?), 5.39-5.38 (m, 1H), 5.35-5.34 (m, 1H), 4.05-4.01 (m, 2H+2H?), 2.53 (brs, 4H), 2.45 (s, 3H+3H?), 2.05 (brs, 4H?), 1.99 (t, J=7.4 Hz, 2H?), 1.91 (t, J=7.4 Hz, 2H), 1.76 (s, 3H?), 1.66 (s, 3H), 1.67-1.58 (m, 2H+2H?), 1.49-1.37 (m, 2H+2H?); HRMS (ESI): calcd for C18H24O3SNa [M+Na]+ 343.1338. found 343.1330; The tosylates (10.45 g, 32.61 mmol, isomer ratio: 1,4 type/1,5 type=77/23) obtained in Example 2 were dissolved in 40 ml of toluene, and DIPEA (4.79 g, 32.61 mmol) and (S,S)-TsDPEN (11.95 g, 32.61 mmol) were added thereto, followed by stirring at 135 C. for 14 hours. After that, the solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1). Thus, 9.31 g of the title compounds were obtained as a yellow oily substance. Yield: 55.5% (isomer ratio: 1,4 type/1,5 type=77/23). Note that the following NMR spectrum data are those of the isomer mixture.; 1H NMR (CDCl3, 300 MHz): delta 7.38-7.36 (m, 2H+2H?), 7.14-7.12 (m, 3H+3H?), 7.05-7.00 (m, 5H+5H?), 6.96-6.88 (m, 4H+4H?), 6.30 (brs, 1H+1H?), 5.60-5.58 (m, 1H?), 5.53-5.51 (m, 1H?), 5.41-5.40 (m, 1H), 5.37-5.36 (m, 1H), 4.24-4.22 (m, 1H+1H?), 3.60-3.58 (m, 1H+1H?), 2.55 (brs, 4H), 2.46-2.37 (m, 1H+1H?), 2.34 (s, 3H+3H?), 2.32-2.23 (m, 1H+1H?), 2.01 (brs, 4H?), 2.01-1.88 (m, 2H+2H?), 1.77 (s, 3H?), 1.67 (s, 3H), 1.46-1.28 (m, 5H+5H?); HRMS (ESI): calcd for C32H39N2O2S [M+H]+ 515.2727. found 515.2747

Reference： [1]Journal of the American Chemical Society,2011,vol. 133,p. 14960 - 14963
[2]Patent: US2014/39220,2014,A1 .Location in patent: Paragraph 0054-0064
[3]Patent: US2014/51871,2014,A1 .Location in patent: Paragraph 0067-0078

38
[ 1353719-81-9 ]
[ 167316-27-0 ]
[ 1353719-75-1 ]

Reference： [1]Chemical Communications,2012,vol. 48,p. 461 - 463

39
[ 1353719-82-0 ]
[ 167316-27-0 ]
[ 1353719-74-0 ]

Reference： [1]Chemical Communications,2012,vol. 48,p. 461 - 463

40
[ 1353719-83-1 ]
[ 167316-27-0 ]
[ 1353719-76-2 ]

Reference： [1]Chemical Communications,2012,vol. 48,p. 461 - 463

41
(S)-N-(tert-Butoxycarbonyl)proline ethyl carbonate [ No CAS ]
[ 167316-27-0 ]
[ 1360548-81-7 ]

Reference： [1]European Journal of Organic Chemistry,2011,p. 6893 - 6901

42
C₃₃H₂₃O₃P [ No CAS ]
[ 167316-27-0 ]
(R)-2-(diphenylphosphoryl)-N-((1S,2S)-2-(4-methylphenylsulfonamido)-1,2-diphenylethyl)-1,1'-binaphthyl-2'-carboxamide [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513

43
C₃₇H₃₁O₃P [ No CAS ]
[ 167316-27-0 ]
(R)-2-(bis(3,5-dimethylphenyl)phosphoryl)-N-((1S,2S)-2-(4-methylphenylsulfonamido)-1,2-diphenylethyl)-1,1'-binaphthyl-2'-carboxamide [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513

44
C₃₃H₂₃O₃P [ No CAS ]
[ 167316-27-0 ]
2-(diphenylphosphoryl)-N-((1R,2R)-2-(4-methylphenylsulfonamido)-1,2-diphenylethyl)-1,1'-binaphthyl-2'-carboxamide [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475

45
C₃₃H₂₁F₂O₃P [ No CAS ]
[ 167316-27-0 ]
(R)-2-(bis(4-fluorophenyl)phosphoryl)-N-((1S,2S)-2-(4-methylphenylsulfonamido)-1,2-diphenylethyl)-1,1'-binaphthyl-2'-carboxamide [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475

46
C₃₅H₂₇O₃P [ No CAS ]
[ 167316-27-0 ]
(R)-2-(bis(4-methylphenyl)phosphoryl)-N-((1S,2S)-2-(4-methylphenylsulfonamido)-1,2-diphenylethyl)-1,1'-binaphthyl-2'-carboxamide [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475

47
C₃₇H₃₁O₇P [ No CAS ]
[ 167316-27-0 ]
(R)-2-(bis(3,5-dimethoxyphenyl)phosphoryl)-N-((1S,2S)-2-(4-methylphenylsulfonamido)-1,2-diphenylethyl)-1,1'-binaphthyl-2'-carboxamide [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513

48
[ 167316-27-0 ]
C₅₄H₄₁N₂O₃PS [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513
[3]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513

49
[ 167316-27-0 ]
C₅₈H₄₉N₂O₃PS [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513

50
[ 167316-27-0 ]
C₅₈H₄₉N₂O₇PS [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513

51
[ 167316-27-0 ]
C₅₄H₃₉F₂N₂O₃PS [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475

52
[ 167316-27-0 ]
C₅₆H₄₅N₂O₃PS [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475

53
[ 167316-27-0 ]
(4S,5S)-2-(2'-(diphenylphosphino)-1,1'-binaphthyl-2-yl)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazoline [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513
[3]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513

54
[ 167316-27-0 ]
(4R,5R)-2-(2'-(diphenylphosphino)-1,1'-binaphthyl-2-yl)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazoline [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475

55
[ 167316-27-0 ]
(4S,5S)-2-((R)-2'-( bis(3,5-dimethylphenyl)phosphino)-1,1'-binaphthyl-2-yl)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazoline [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513

56
[ 167316-27-0 ]
(4S,5S)-2-((R)-2'-( bis(3,5-dimethoxyphenyl)phosphino)-1,1'-binaphthyl-2-yl)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazoline [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513

57
[ 167316-27-0 ]
(4S,5S)-2-((R)-2'-(bis(4-fluorophenyl)phosphino)-1,1'-binaphthyl-2-yl)-4,5-diphenyl-1-tosyl-4,5-dihydroimidazoline [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475

58
[ 167316-27-0 ]
(4S,5S)-2-((R)-2'-(bis(4-methylphenyl)phosphino)-1,1'-binaphth-yl-2-yl)-4,5-diphenyl-1-tosyl-4,5-dihydroimidazoline [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475

59
[ 167316-27-0 ]
C₅₄H₄₁N₂O₃PS [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 6466 - 6475

60
[ 1352399-60-0 ]
[ 167316-27-0 ]
[RuI(η6-C6H5(CH2)4SO3Na)((1S,2S)-N-p-toluenesulfonyl-1,2-diphenylethylenediamine)] [ No CAS ]

Reference： [1]Organometallics,2012,vol. 31,p. 85 - 91

61
[ 1155404-04-8 ]
[ 167316-27-0 ]
C₃₆H₃₆N₄O₄S₂ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2012,vol. 77,p. 4103 - 4110

62
C₃₃H₂₃O₃P [ No CAS ]
[ 167316-27-0 ]
(R)-2-(diphenylphosphoryl)-N-((1S,2S)-2-(4-methylphenylsulfonamido)-1,2-diphenylethyl)-1,1'-binaphthyl-2'-carboxamide [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 2509 - 2513

63
[RhCl₂(p-cymene)]2 [ No CAS ]
[ 167316-27-0 ]
(1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II) [ No CAS ]

Reference： [1]Synthesis,2012,vol. 44,p. 3432 - 3440,9

64
dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer [ No CAS ]
[ 2923-28-6 ]
[ 167316-27-0 ]
(Cp*RhTsDPEN)⁺CF₃SO₃^- [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2012,vol. 354,p. 3250 - 3258

65
[ 52462-29-0 ]
[ 1493-13-6 ]
[ 167316-27-0 ]
Ru(trifluoromethanesulfonate)(N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine)(η6-cymene) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: Both commercial and in house prepared chiral organometallic Ru, Rh and Ir complexes (Table 1 and Scheme 1) were used. Ir based complexes IrCl(COD)-(S,S)-BDPP (A, Table 1 and Scheme 1) and [IrCl-(S)-BINAP]2 (B, Table 1 and Scheme 1) were synthesized as reported elsewhere [45,46]. For IrCl(COD)-BDPP, A: a mixture of di-mu-chloro-1.5 (COD) di-iridium (0.004 mmol), (S,S)- BDPP (0.008 mmol) and AgBF4 (0.009 mmol) in 5 mL of methanol was stirred at room temperature for 24 h in the absence of light. The resulting AgCl was removed by filtration and the mixture reduced under vacuum to yield a bright red solid precipitate. The obtained precipitate was recrystallized in 30 mL of diethyl ether, washed three times with 3 mL of diethyl ether and dried overnight under vacuum. [IrCl(S)-BINAP]2 B: the active complex was made prior to hydrogenation by mixing the iridium complex IrCl(COD) (0.004 mmol) with BINAP (0.008 mmol) in methylene chloride at 25 C for 10 min. RuCl(p-cymene)[(S,S)-Ts-DPEN] (C, Table 1 and Scheme 1) was purchased from Sigma-Aldrich while RuOTf(pcymene)[(S,S)-Ts-DPEN] (D, Table 1 and Scheme 1) complex was prepared as follows: [RuCl2(p-cymene)]2 (0.5 mmol), (S,S)-TsDPEN (1 mmol) and 7 mL CH2Cl2 were charged in a Schlenk and stirred for 5 min at room temperature, then 7 mL of water was added. The resulting layers were separated and the CH2Cl2 layer was dried with CaCl2, filtered and the CH2Cl2 removed under reduced pressure. The resulting solid (0.34 mmol) was reacted with CF3SO3H (TfOH, triflic acid) (0.34 mmol) in 3 mL THF within a Schlenk tube on stirring for 1 h. The precipitate was filtered and washed with THF. [Rh(COD)(S,S)-DIPAMP][BF4] (E, Table 1 and Scheme 1) and [Rh(COD)(R,R)-Me-DuPHOS][BF4] (F, Table 1 and Scheme 1) complexes were purchased from Strem Chemicals.

Reference： [1]Catalysis Today,2013,vol. 200,p. 63 - 73

66
[ 26250-84-0 ]
[ 167316-27-0 ]
[ 1420887-45-1 ]

Reference： [1]Organic and Biomolecular Chemistry,2013,vol. 11,p. 787 - 797

67
[ 530-36-9 ]
[ 98-59-9 ]
[ 167316-27-0 ]

Reference： [1]Organic and Biomolecular Chemistry,2013,vol. 11,p. 787 - 797

68
[ 167316-27-0 ]
[ 1420887-32-6 ]

Reference： [1]Organic and Biomolecular Chemistry,2013,vol. 11,p. 787 - 797

69
[ 167316-27-0 ]
C₂₇H₃₁N₃O₃S [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2013,vol. 11,p. 787 - 797

Same Skeleton Products

Related Products

Historical Records

Similar Product of
[ 167316-27-0 ]

A325416[ 144222-34-4 ]

N-((1R,2R)-2-Amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide

Reason: Optical isomers

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 167316-27-0 ]

Quality Control of [ 167316-27-0 ]

Related Doc. of [ 167316-27-0 ]

Product Details of [ 167316-27-0 ]

Calculated chemistry of [ 167316-27-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 167316-27-0 ]

Application In Synthesis of [ 167316-27-0 ]

[ 167316-27-0 ] Synthesis Path-Upstream 1~4

[ 167316-27-0 ] Synthesis Path-Downstream 1~69

Similar Product of [ 167316-27-0 ]

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Similar Product of
[ 167316-27-0 ]