[ CAS No. 228857-58-7 ] {[proInfo.proName]}

Name: 228857-58-7|(R)-1-(tert-Butoxycarbonyl)azetidine-2-carboxylic acid|97%
Brand: Ambeed
SKU: A111414
Price: 22.0 USD
Availability: InStock
Rating: 98 (28 reviews)

,{[proInfo.pro_purity]}

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

DV 2D 3D

3d Animation Molecule Structure of 228857-58-7

Structure of 228857-58-7 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 228857-58-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 228857-58-7 ]

SDS Specification

Alternatived Products of [ 228857-58-7 ]

Product Details of [ 228857-58-7 ]

CAS No. :	228857-58-7	MDL No. :	MFCD01320888
Formula :	C₉H₁₅NO₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	JWJVSDZKYYXDDN-ZCFIWIBFSA-N
M.W :	201.22	Pubchem ID :	7009128
Synonyms :

Calculated chemistry of [ 228857-58-7 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.78
Num. rotatable bonds :	4
Num. H-bond acceptors :	4.0
Num. H-bond donors :	1.0
Molar Refractivity :	53.56
TPSA :	66.84 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.91 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.89
Log Po/w (XLOGP3) :	0.87
Log Po/w (WLOGP) :	0.7
Log Po/w (MLOGP) :	0.43
Log Po/w (SILICOS-IT) :	-0.06
Consensus Log Po/w :	0.77

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-1.37
Solubility :	8.55 mg/ml ; 0.0425 mol/l
Class :	Very soluble
Log S (Ali) :	-1.86
Solubility :	2.79 mg/ml ; 0.0139 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.1
Solubility :	162.0 mg/ml ; 0.804 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.59

Safety of [ 228857-58-7 ]

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 [ 228857-58-7 ]

* 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 [ 228857-58-7 ]
Downstream synthetic route of [ 228857-58-7 ]

[ 228857-58-7 ] Synthesis Path-Upstream 1~3

1
[ 24424-99-5 ]
[ 7729-30-8 ]
[ 228857-58-7 ]

Yield	Reaction Conditions	Operation in experiment
100%	at 0 - 20℃; for 1 h;	[0257] To a mixture of D-azetidine-carboxylic acid (20 g, 200 mmol), H₂O (200 mL) and dioxane (200 ml) at 0⁰C was added a solution of BoC₂O in dioxane (100 mL) with an additional funnel. The mixture was stirred at r.t for 1 hour. After concentration, 200 mL ether and 200 mL H₂O were added to the residue. The aqueous layer was acidified with 2N HCI to pH 3-4, and then extracted with 200 mL EtOAc. The organic layer was dried and concentrated to give (R)-1- (tert-butoxycarbonyl)azetidine-2-carboxylic acid in quantitative yield (4Og). LRMS (M-100+H^*) m/z 102.1.

Reference： [1] Patent: WO2008/16643, 2008, A2, . Location in patent: Page/Page column 257
[2] Journal of Medicinal Chemistry, 1998, vol. 41, # 4, p. 407 - 412
[3] Patent: US6133253, 2000, A,

2
[ 24424-99-5 ]
[ 2517-04-6 ]
[ 228857-58-7 ]

Reference： [1] Patent: WO2004/7444, 2004, A2, . Location in patent: Page 79

3
[ 24424-99-5 ]
[ 7732-18-5 ]
[ 228857-58-7 ]

Reference： [1] Patent: US5914328, 1999, A,
[2] Patent: US5948793, 1999, A,

[ 228857-58-7 ] Synthesis Path-Downstream 1~25

1
[ 228857-58-7 ]
[ 161511-90-6 ]

Yield	Reaction Conditions	Operation in experiment
87%	With lithium borohydride; chloro-trimethyl-silane; In tetrahydrofuran; at 0 - 20℃; for 3.5h;	[0258] To a solution of 2M LiBH4 (200 ml, 400mmol) in THF at 00C was added TMSCI (101ml, 800 mmol) slowly. The mixture was warmed up to r.t and stirred at r.t. for 30 min. To the mixture at 0 0C was added a solution of <strong>[228857-58-7](R)-1-(tert-butoxycarbonyl)azetidine-2-carboxylic acid</strong> (4Og, 200 mmol) in 200 ml THF with an additional funnel over 1 hour. The mixture was warmed up to r.t and stirred at r.t. for 2 hours. The mixture was cooled down to 0 0C and then treated with 32 mL MeOH followed by 40 mL H2O. After removal of THF, the residue was extracted with <n="259"/>300 mL EtOAc and washed with 300 ml_ brine. The organic layer was dried and concentrated to give (R)-tert-butyl 2-(hydroxymethyl)azetidine-1-carboxylate as a colorless oil (32.5g, 87%). LRMS (M-100+H+) m/z 132.1.
18.7%	With lithium borohydride; chloro-trimethyl-silane; In tetrahydrofuran; at 0 - 20℃;	Trimethylsilyl chloride (13.52 mL, 156 mmol) was added slowly to 2.0 M lithium borohydride (39.1 mL, 78 mmol) in tetrahydrofuran at 0 C and the reaction mixture was stirred for 30 minutes at room temperature. After cooling to 0 C, (R)-1 -(tert-butoxycarbonyl)azetidine- 2-carboxylic acid (7.87 g, 39.1 mmol) in tetrahydrofuran (78 mL) was added dropwise and the reaction was stirred for two hours at room temperature. The reaction mixture was quenched with methanol, followed by water, and then concentrated. The reaction mixture was extracted with ethyl acetate, washed with saturated sodium chloride, dried over magnesium sulfate, filtered, and concentrated. The resulting residue was purified by silica gel chromatography, eluting with ethyl acetate:hexanes (1 :1) to give (R)-tert-butyl 2-(hydroxymethyl)azetidine-1 - carboxylate (1 .44 g, 7.31 mmol, 18.7 % yield). 1H NMR (400 MHz, CD3SOCD3) delta 1 .35 (s, 9 H), 1 .96-2.06 (m, 1 H), 2.06-2.18 (m, 1 H), 3.44-3.52 (m, 1 H), 3.54-3.74 (m, 3 H), 4.06-4.16 (m, 1 H), 4.72 (t, J = 6 Hz, 1 H).

Reference： [1]Journal of Organic Chemistry,2016,vol. 81,p. 3031 - 3036
[2]Patent: WO2008/16643,2008,A2 .Location in patent: Page/Page column 257-258
[3]Patent: WO2018/229629,2018,A1 .Location in patent: Page/Page column 79
[4]Journal of Medicinal Chemistry,1998,vol. 41,p. 407 - 412
[5]Journal of Medicinal Chemistry,2017,vol. 60,p. 1417 - 1431

2
[ 24424-99-5 ]
[ 7729-30-8 ]
[ 228857-58-7 ]

Yield	Reaction Conditions	Operation in experiment
100%	In 1,4-dioxane; water; at 0 - 20℃; for 1.0h;	[0257] To a mixture of D-azetidine-carboxylic acid (20 g, 200 mmol), H2O (200 mL) and dioxane (200 ml) at 00C was added a solution of BoC2O in dioxane (100 mL) with an additional funnel. The mixture was stirred at r.t for 1 hour. After concentration, 200 mL ether and 200 mL H2O were added to the residue. The aqueous layer was acidified with 2N HCI to pH 3-4, and then extracted with 200 mL EtOAc. The organic layer was dried and concentrated to give (R)-1- (tert-butoxycarbonyl)azetidine-2-carboxylic acid in quantitative yield (4Og). LRMS (M-100+H*) m/z 102.1.
75%	In 1,4-dioxane; water; at 0 - 20℃; for 2.0h;	Di-tert-butyl dicarbonate (1 1 .33 g, 51 .9 mmol) in 1 ,4-dioxane (49.5 mL) was added to (R)-azetidine-2-carboxylic acid (5.00 g, 49.5 mmol) in 1 ,4-dioxane (49.5 mL) and water (49.5 mL) at 0 C and the reaction mixture was stirred for two hours at room temperature. The reaction mixture was concentrated, diethyl ether added, 10% citric acid added, extracted with ethyl acetate, dried over magnesium sulfate, filtered, and concentrated to give (R)-1 -(tert- butoxycarbonyl)azetidine-2-carboxylic acid (7.87 g, 37.2 mmol, 75 % yield). 1H NMR (400 MHz, CD3SOCD3) delta 1 .34 (s, 9 H), 1 .96-2.06 (m, 1 H), 2.42-2.52 (m, 1 H), 3.66-3.80 (m, 1 H), 3.83 (q, J = 8 Hz, 1 H), 4.42 (dd, J = 9, 5 Hz, 1 H), 12.72 (br s, 1 H); LC-MS (LC-ES) M-H = 200.
	With 4-methyl-morpholine; In 1,4-dioxane; water;	This product was treated with di-tert -butyl dicarbonate and N-methylmorpholine in dioxane/H2 O (1:1) to afford (R)-1-Boc-azetidine-2-carboxylic acid in quantitative yield. Treatment of a THF solution of (R)-1-Boc-azetidine-2-carboxylic acid with borane-methyl sulfide complex for 16 h at ambient temperature afforded the title compound in 92% yield.

Reference： [1]Patent: WO2008/16643,2008,A2 .Location in patent: Page/Page column 257
[2]Patent: WO2018/229629,2018,A1 .Location in patent: Page/Page column 78
[3]Journal of Medicinal Chemistry,1998,vol. 41,p. 407 - 412
[4]Patent: US6133253,2000,A

3
[ 6638-79-5 ]
[ 228857-58-7 ]
[ 327604-87-5 ]

Reference： [1]European Journal of Medicinal Chemistry,2000,vol. 35,p. 979 - 988

4
[ 228857-58-7 ]
[ 327605-04-9 ]

Reference： [1]European Journal of Medicinal Chemistry,2000,vol. 35,p. 979 - 988

5
[ 228857-58-7 ]
[ 327605-23-2 ]

Reference： [1]European Journal of Medicinal Chemistry,2000,vol. 35,p. 979 - 988

6
[ 228857-58-7 ]
[ 209328-50-7 ]

Reference： [1]Journal of Medicinal Chemistry,1998,vol. 41,p. 407 - 412

7
[ 24424-99-5 ]
[ 2517-04-6 ]
[ 228857-58-7 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In dichloromethane; at 0℃; for 3.16667h;	To a stirred suspension of azetidine-2R-caboxylic acid [(5G,] 49.5 mmol) in DCM (100 mL) at [0 C] was added Et3N (8.3 mL) followed by a solution [BOC2O] (12.5 mL) in DCM (10 mL) over the period of 10 min. The resulting reaction mixture was continued stirring for 3 h at 0 [C] and then treated with saturated aqueous citric acid solution (25 mL). The organic layer was separated, washed with brine (50 mL), water (50 mL), brine (50 mL), dried over [MGS04,] and concentrated to give desired product (10.4 g).

Reference： [1]Patent: WO2004/7444,2004,A2 .Location in patent: Page 79

8
(R)-1-tosylazetidine-2-carboxylic acid [ No CAS ]
[ 24424-99-5 ]
[ 7732-18-5 ]
[ 228857-58-7 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In tetrahydrofuran; liq. NH3; isopropyl alcohol;	62a. 1-BOC-azetidine-2-(R)-carboxylic acid A 4.98 g (19.50 mmol) sample of the 1-(p-toluenesulfonyl)azetidine-2-(R)-carboxylic acid (prepared according to the procedure of Miyoshi et al., Chem. Lett., 1973:5) was suspended in 100 mL of liq. NH3 at -78 C., and sodium metal was added over a period of 1 hour until a blue color persisted. The reaction mixture was stirred for 16 hours, slowly allowing the reaction mixture to rise to room temperature. Excess K2 CO3 was added (3.23 g), followed by 250 mL of THF and 10 mL of isopropanol. To this solution was added 25 mL of H2 O and 5.38 mL (23.9 mmol) of di-t-butyl dicarbonate, and the reaction mixture was stirred for 18 hours. The reaction was quenched by addition of 100 mL of 10% NaOH, and the mixture was extracted with ether. The aqueous layer was acidified to pH 1 with 10% HCl, and this solution was extracted with methylene chloride. The methylene chloride extract was dried over MgSO4 and concentrated to afford 1.92 g of the title compound as an oil.
	With sodium hydroxide; In tetrahydrofuran; liq. NH3; isopropyl alcohol;	62a. 1-BOC-azetidine-2-(R)-carboxylic acid A 4.98 g (19.50 mmol) sample of the 1-(p-toluenesulfonyl)azetidine-2-(R)-carboxylic acid (prepared according to the procedure of Miyoshi et al., Chem. Lett., 1973:5) was suspended in 100 mL of liq. NH3 at -78 C., and sodium metal was added over a period of 1 hour until a blue color persisted. The reaction mixture was stirred for 16 hours, slowly allowing the reaction mixture to rise to room temperature. Excess K2 CO3 was added (3.23 g), followed by 250 mL of THF and 10 mL of isopropanol. To this solution was added 25 mL of H2 O and 538 mL (23.9 mmol) of di-t-butyl dicarbonate, and the reaction mixture was stirred for 18 hours. The reaction was quenched by addition of 100 mL of 10% NaOH, and the mixture was extracted with ether. The aqueous layer was acidified to pH 1 with 10% HCl, and this solution-was extracted with methylene chloride. The methylene chloride extract was dried over MgSO4 and concentrated to afford 1.92 g of the title compound as an oil.

Reference： [1]Patent: US5914328,1999,A
[2]Patent: US5948793,1999,A

Yield	Reaction Conditions	Operation in experiment
82.0%		The organic layer was washed with a saturated aqueous solution of sodium chloride and then dried over sodium sulfate, and the solvent was distilled off to give 14.1 mg of (R)-N-(tert-butoxycarbonyl)azetidine-2-carboxylic acid (yield 82.0%, optical purity 52.8% ee).

10
[ 104-11-0 ]
[ 228857-58-7 ]
C₁₇H₂₃ClN₂O₃ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2009,vol. 52,p. 1295 - 1301

11
[ 228857-58-7 ]
C₉H₁₆N₂O₃ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 3037 - 3040

12
[ 228857-58-7 ]
C₁₀H₁₈N₂O₃*ClH [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 3037 - 3040

13
[ 228857-58-7 ]
C₉H₁₇N₃O₂*ClH [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 3037 - 3040

14
[ 705-24-8 ]
[ 228857-58-7 ]
C₉H₇ClF₃N₃O₂ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 3263 - 3282

15
[ 228857-58-7 ]
[ 935669-66-2 ]

Reference： [1]Journal of Organic Chemistry,2016,vol. 81,p. 3031 - 3036
[2]Patent: WO2018/229629,2018,A1

16
[ 228857-58-7 ]
[ 215812-19-4 ]

Reference： [1]Journal of Organic Chemistry,2016,vol. 81,p. 3031 - 3036
[2]Patent: WO2018/229629,2018,A1

17
[ 228857-58-7 ]
[ 543-27-1 ]
C₁₄H₂₃NO₆ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2017,vol. 60,p. 1417 - 1431

18
N-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxamide [ No CAS ]
[ 228857-58-7 ]
(R)-2-(2-(methylcarbamoyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-5-carbonyl)azaCyclobutane-1-carboxylic acid tert-butyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 1h;	N-methyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxamide (200 mg, 1.02 mmol), (R)-1-(tert-butoxycarbonyl) Azetidine-2-carboxylic acid (176 mg, 867 mumol) and diisopropylethylamine (395 mg, 3.06 mmol) weredissolved in dichloromethane (10.0 mL), then 2-(7-benzoic benzotriazine) wasadded. yl) -N, N, N ', N'-tetramethyluronium hexafluorophosphateester (388mg, 1.02mmol), stirred at room temperature solvent was distilled off under reduced pressure for 1 hour. after the pressure was purified by column to give ( R)-2-(2-(methylcarbamoyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-5-carbonyl)azetidin-1-carboxylic acid tert-Butyl ester (270 mg, 711 mumol, yield 70%).

Reference： [1]Patent: CN108239082,2018,A .Location in patent: Paragraph 0079; 0080; 0081

19
[ 100-39-0 ]
[ 228857-58-7 ]
2-benzyl 1-(tert-butyl) (R)-azetidine-1,2-dicarboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%		To a stirred solution of (R)-l-(tert-butoxycarbonyl)azetidine-2-carboxylic acid (900 mg, 4.45 mmol) in DMF (10 mL) under nitrogen was added cesium carbonate (2.2 g, 6.7 mmol) and stirring was continued at room temperature for 30 min. To the reaction mixture was added benzyl bromide (0.8 mL, 6.7 mmol) and the resulting milky-white mixture was allowed to stir at room temperature overnight. The mixture was poured onto water and extracted with ether (3X). The combined ethereal extracts were washed with water, then washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Flash chromatography (hexanes, then 30% EtOAc/hexanes eluent) provided 2-benzyl 1 -(tert-butyl) (R)-azetidine-l,2-dicarboxylate (1.26g, 97% yield) as a colorless liquid. 1H NMR (300 MHz, Chloroform-d) delta 7.44 - 7.32 (m, 5H), 5.23 (s, 2H), 4.67 (dd, J = 9.2, 5.5 Hz, 1H), 4.06 (ddd, J = 8.9, 8.0, 6.2 Hz, 1H), 3.91 (ddd, J = 8.9, 8.0, 5.5 Hz, 1H), 2.52 (dtd, J = 11.2, 9.2, 6.2 Hz, 1H), 2.18 (ddt, J = 11.2, 8.9, 5.5 Hz, 1H), 1.40 (s, 9H).

Reference： [1]Patent: WO2018/136935,2018,A1 .Location in patent: Paragraph 00414

20
[ 228857-58-7 ]
(R)-1-(tert-butoxycarbonyl)azetidine-2-carbonyl chloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 1.5h;	To a solution of Boc-d-azetidine-2-carboxylic acid (81.3 mg, 0.404 mmol) in DCM (2.0 mL), in a two-necked flask equipped with a bubbler, was added oxalyl chloride (0.04 mL, 0.47 mmol) and a drop of DMF at room temperature. After stirring for 1.5 h, the solvent was removed in vacuo to obtain the corresponding acid chloride. To a solution of benzyl 2-(benzyloxy)-4-(((5-cyclohexylpyrazin-2-yl)methyl)amino)benzoate (98.7 mg, 0.194 mmol), which was azeotropically dried with toluene (1 mL x 3), in THF (2.0 mL) was added MeMgBr (1.4 M in THF/toluene, 0.35 mL, 0.49 mmol) at 0 C. After stirring for 10 min at 0 C, the acid chloride in THF (2.0 mL) was added. After stirring for 1 h at room temperature, the reaction mixture was quenched by adding water. The crude products were extracted with EtOAc (x3), and the combined organic extracts were washed with brine, dried (MgS04), and concentrated in vacuo. The residue was purified by flash column chromatography (hexane/EtOAc = 3/1 to 1/1) to afford tert-butyl (R)-2-((3-(benzyloxy)-4-((benzyloxy)carbonyl)phenyl)((5-cyclohexylpyrazin-2-yl)methyl)car bamoy l)azetidine- 1-carboxy late (126 mg, 94%) as a yellow oil. NMR (300 MHz, CDCh) delta 8.59 (s, 1H), 8.33 (s, 1H), 7.84 (d, J = 8.1 Hz, 1H), 7.31-7.43 (m, 10H), 6.82-6.93 (m, 2H), 5.36 (s, 2H), 5.07-5.19 (m, 4H), 4.54-4.64 (m, 1H), 3.99-4.07 (m, 1H), 3.69-3.77 (m, 1H), 2.68-2.79 (m, 1H), 1.26-2.13 (m, 21H).

Reference： [1]Patent: WO2018/136935,2018,A1 .Location in patent: Paragraph 00936; 00940

21
[ 228857-58-7 ]
tert-butyl (R)-2-((3-(benzyloxy)-4-((benzyloxy)carbonyl)phenyl)((5-cyclohexylpyrazin-2-yl)methyl)carbamoyl)azetidine-1-carboxylate [ No CAS ]

Reference： [1]Patent: WO2018/136935,2018,A1

22
[ 228857-58-7 ]
(R)-tert-butyl 2-((5-fluoro-2-(3-fluorophenethylamino)-6-(1-methyl-1H-pyrazol-4-yl)nicotinamido)methyl)azetidine-1-carboxylate [ No CAS ]

Reference： [1]Patent: WO2008/16643,2008,A2

23
[ 228857-58-7 ]
[ 887626-82-6 ]

Reference： [1]Patent: WO2008/16643,2008,A2

24
[ 228857-58-7 ]
[ 1005756-63-7 ]

Reference： [1]Patent: WO2008/16643,2008,A2

25
[ 6274-28-8 ]
[ 228857-58-7 ]
C₁₆H₂₃N₃O₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%		To a solution of compound 4 (0.7 g, 3.7 mmol., 1.0 equiv.) and 5 (0.756 g, 3.75 mmol., 1.0 equiv.) in DMF (10 mL) at 0 C, DIPEA (1.6 mL, 9.4 mmol., 2.5 equiv.) was added. The reaction mixture was allowed to stir for 30 min at the same temperature and then HATU (2.1 g, 7.1 mmol., 2.0 equiv.) was added in to it. The reaction mixture was allowed to stir overnight at room temperature. Progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was poured in to cold water and extracted twice with ethyl acetate. The combined organic layer was washed with brine and evaporated to dryness. The crude residue was purified through flash chromatography using hexane: ethyl acetate (60:40) as the eluent. Yield: 0.9 g (64%); NMR (400 MHz, CDCh) S = 9.64 (s, 1H), 7.55 (d, J= 7.6 Hz, 1H), 7.42 (d, J= 8.0 Hz, 1H), 7.35 (s, 2H), 7.05-7.08 (m, 1 H), 4.74 (brs 1 H), 3.85-3.90 (m, 2H), 2.26 (s, 3H), 2.08-2.20 (m, 2H), 1.38 (s, 9H).

Reference： [1]Patent: WO2019/111225,2019,A1 .Location in patent: Paragraph 00350; 00351; 00374; 00375

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 228857-58-7 ]

Amides

[ 255882-72-5 ]

Methyl 1-Boc-azetidine-2-carboxylate

Similarity: 0.95

[ 98303-20-9 ]

1-(tert-Butoxycarbonyl)piperidine-2-carboxylic acid

Similarity: 0.95

[ 955016-25-8 ]

(2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid

Similarity: 0.92

[ 1217525-04-6 ]

(2R)-1-(tert-Butoxycarbonyl)octahydro-1H-indole-2-carboxylic acid

Similarity: 0.92

[ 661458-35-1 ]

1-(tert-Butoxycarbonyl)-4-oxopiperidine-2-carboxylic acid

Similarity: 0.90

Carboxylic Acids

[ 98303-20-9 ]

1-(tert-Butoxycarbonyl)piperidine-2-carboxylic acid

Similarity: 0.95

[ 955016-25-8 ]

(2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid

Similarity: 0.92

[ 1217525-04-6 ]

(2R)-1-(tert-Butoxycarbonyl)octahydro-1H-indole-2-carboxylic acid

Similarity: 0.92

[ 661458-35-1 ]

1-(tert-Butoxycarbonyl)-4-oxopiperidine-2-carboxylic acid

Similarity: 0.90

[ 1129634-44-1 ]

(S)-5-(tert-Butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid

Similarity: 0.90

Related Parent Nucleus of
[ 228857-58-7 ]

Aliphatic Heterocycles

[ 255882-72-5 ]

Methyl 1-Boc-azetidine-2-carboxylate

Similarity: 0.95

[ 98303-20-9 ]

1-(tert-Butoxycarbonyl)piperidine-2-carboxylic acid

Similarity: 0.95

[ 955016-25-8 ]

(2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid

Similarity: 0.92

[ 661458-35-1 ]

1-(tert-Butoxycarbonyl)-4-oxopiperidine-2-carboxylic acid

Similarity: 0.90

[ 167423-93-0 ]

1-tert-Butyl 2-methyl piperidine-1,2-dicarboxylate

Similarity: 0.90

Azetidines

[ 255882-72-5 ]

Methyl 1-Boc-azetidine-2-carboxylate

Similarity: 0.95

[ 161511-85-9 ]

(S)-1-Boc-2-Azetidinemethanol

Similarity: 0.84

[ 183062-96-6 ]

2-(1-(tert-Butoxycarbonyl)azetidin-3-yl)acetic acid

Similarity: 0.80

[ 105443-94-5 ]

(S)-tert-Butyl 2-carbamoylazetidine-1-carboxylate

Similarity: 0.80

[ 497160-14-2 ]

tert-Butyl 3-(2-methoxy-2-oxoethyl)azetidine-1-carboxylate

Similarity: 0.77

Ghs Precautionary Statements

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

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) ]}	Inquiry {[ 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 -

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. 228857-58-7 ] {[proInfo.proName]}

Quality Control of [ 228857-58-7 ]

Related Doc. of [ 228857-58-7 ]

Product Details of [ 228857-58-7 ]

Calculated chemistry of [ 228857-58-7 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 228857-58-7 ]

Application In Synthesis of [ 228857-58-7 ]

[ 228857-58-7 ] Synthesis Path-Upstream 1~3

[ 228857-58-7 ] Synthesis Path-Downstream 1~25

Related Functional Groups of [ 228857-58-7 ]

Amides

Carboxylic Acids

Related Parent Nucleus of [ 228857-58-7 ]

Aliphatic Heterocycles

Azetidines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 228857-58-7 ]

Related Parent Nucleus of
[ 228857-58-7 ]