[ CAS No. 3966-32-3 ] {[proInfo.proName]}

Name: 3966-32-3|(R)-(-)-alpha-Methoxyphenylacetic Acid|98%
Brand: Ambeed
SKU: A438900
Price: 6.0 USD
Availability: InStock
Rating: 92 (32 reviews)

,{[proInfo.pro_purity]}

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

DV 2D 3D

3d Animation Molecule Structure of 3966-32-3

Structure of 3966-32-3 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

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

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

For Research Only 120K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 3966-32-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 3966-32-3 ]

SDS Specification

Alternatived Products of [ 3966-32-3 ]

Product Details of [ 3966-32-3 ]

CAS No. :	3966-32-3	MDL No. :	MFCD00004250
Formula :	C₉H₁₀O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DIWVBIXQCNRCFE-MRVPVSSYSA-N
M.W :	166.17	Pubchem ID :	2724294
Synonyms :

Calculated chemistry of [ 3966-32-3 ] Expand+

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.22
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	43.88
TPSA :	46.53 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.95 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.42
Log Po/w (XLOGP3) :	0.51
Log Po/w (WLOGP) :	1.13
Log Po/w (MLOGP) :	1.1
Log Po/w (SILICOS-IT) :	1.25
Consensus Log Po/w :	1.08

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-1.36
Solubility :	7.19 mg/ml ; 0.0433 mol/l
Class :	Very soluble
Log S (Ali) :	-1.06
Solubility :	14.6 mg/ml ; 0.0876 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.94
Solubility :	1.91 mg/ml ; 0.0115 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.87

Safety of [ 3966-32-3 ]

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 [ 3966-32-3 ]

* 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.

Downstream synthetic route of [ 3966-32-3 ]

[ 3966-32-3 ] Synthesis Path-Downstream 1~25

1
[ 4755-72-0 ]
[ 124-41-4 ]
[ 3966-32-3 ]

Reference： [1]Journal of the Chemical Society,1915,vol. 107,p. 1696

2
[ 7021-09-2 ]
[ 3966-32-3 ]

Yield	Reaction Conditions	Operation in experiment
	With MORPHIN
	Multi-step reaction with 2 steps 1.1: LDA / tetrahydrofuran / 0.5 h / 0 °C 1.2: tetrahydrofuran / 2 h / 0 - 20 °C 2.1: (R)-BINOL-SnCl₄ / toluene; CH₂Cl₂ / 1 h / -78 °C 2.2: aq. HCl / toluene; CH₂Cl₂
	Multi-step reaction with 2 steps 1: 38 percent / ClCO₂Et, Et₃N / tetrahydrofuran 2: aq. HCl / 20 h / Heating

Reference： [1]Bamann; Portmann [Archiv der Pharmazie, 1932, vol. 270, p. 513,518]
[2]Rose, Ulrich; Draeger, Martin [Journal of Medicinal Chemistry, 1992, vol. 35, # 12, p. 2238 - 2243]
[3]Nakamura, Shingo; Kaneeda, Masanobu; Ishihara, Kazuaki; Yamamoto, Hisashi [Journal of the American Chemical Society, 2000, vol. 122, # 34, p. 8120 - 8130]
[4]Jourdain, Franck; Hirokawa, Takahiko; Kogane, Tamizo [Tetrahedron Letters, 1999, vol. 40, # 12, p. 2307 - 2310]

3
[ 30608-63-0 ]
[ 3966-32-3 ]
(R)-Methoxy-phenyl-acetic acid (S)-1-[((R)-2-methoxy-2-phenyl-acetylamino)-methyl]-propyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multistep reaction;

Reference： [1]Wenghoefer,H.M. et al. [Journal of Heterocyclic Chemistry, 1970, vol. 7, p. 1407 - 1411]

4
[ 6033-24-5 ]
[ 3966-32-3 ]
(R)-Methoxy-phenyl-acetic acid (R)-1-methyl-hexyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
25%	With dmap; dicyclohexyl-carbodiimide In dichloromethane for 24h;
	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Inert atmosphere;

Reference： [1]Galinis, Deborah L.; Wiemer, David F. [Journal of Organic Chemistry, 1993, vol. 58, # 27, p. 7804 - 7807]
[2]Louzao, Iria; Seco, Jose Manuel; Quinoa, Emilio; Riguera, Ricardo [Chemical Communications, 2010, vol. 46, # 42, p. 7903 - 7905]

5
[ 3966-32-3 ]
[ 67111-66-4 ]
[ 138403-79-9 ]
[ 138403-92-6 ]

Reference： [1]Tetrahedron,1991,vol. 47,p. 7965 - 7980

6
[ 1565-80-6 ]
[ 3966-32-3 ]
(S)-(-)-2-methylbutyl (R)-(-)-2-methoxy-2-phenylacetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; dicyclohexyl-carbodiimide
	With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	Preparation of model MPA esters General procedure: A mixture of 2 mL of S-2-methylbutanol, 5.7 mg of S-MPA, 9.4 mg of DCC, and catalytic amount of DMAP in 300 mL of CH2Cl2 was allowed to stand at room temperature for 4 h. The product was directly applied for separation on preparative silica TLC (EtOAc) to give 5.1 mg of S-MPA ester. R-MPA ester was prepared in a similar way.

Reference： [1]Latypov, Shamil K.; Ferreiro, María J.; Quiñoá, Emilio; Riguera, Ricardo [Journal of the American Chemical Society, 1998, vol. 120, # 19, p. 4741 - 4751]
[2]Roy, Sona Rani; Minei, Alisa; Ahmadi, Peni; Hermawan, Idam; Kurnianda, Viqqi; Dick, Matthew H.; Tanaka, Junichi [Natural Product Research, 2022, vol. 36, # 3, p. 742 - 747]

7
[ 3966-32-3 ]
[ 20618-42-2 ]
(R)-Methoxy-phenyl-acetic acid (S)-1-hydroxy-2-oxo-cyclopentylmethyl ester [ No CAS ]
(R)-Methoxy-phenyl-acetic acid (R)-1-hydroxy-2-oxo-cyclopentylmethyl ester [ No CAS ]

Reference： [1]Tetrahedron,2002,vol. 58,p. 7321 - 7326

8
[ 19132-06-0 ]
[ 3966-32-3 ]
(2S,3S)-2,3-butananediol bis[(R)-α-methoxy-α-phenylacetic acid ester] [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2005,vol. 70,p. 3778 - 3790
[2]Journal of Organic Chemistry,2007,vol. 72,p. 2297 - 2301
[3]Chemical Communications,2010,vol. 46,p. 7903 - 7905

9
[ 3966-32-3 ]
[ 72345-23-4 ]
(R)-Methoxy-phenyl-acetic acid (1S,3S)-3-((R)-2-methoxy-2-phenyl-acetoxy)-1-methyl-butyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 2h;

Reference： [1]Freire, Felix; Seco, Jose Manuel; Quinoa, Emilio; Riguera, Ricardo [Journal of Organic Chemistry, 2005, vol. 70, # 10, p. 3778 - 3790]

10
[ 57090-45-6 ]
[ 3966-32-3 ]
(R)-3-chloropropane-1,2-diol bis-(R)-α-methoxyphenylacetic acid ester [ No CAS ]

Reference： [1]Chemistry - A European Journal,2005,vol. 11,p. 5509 - 5522

11
[ 2084-19-7 ]
[ 3966-32-3 ]
C₁₄H₂₀O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;

Reference： [1]Porto, Silvia; Seco, Jose Manuel; Ortiz, Aurelio; Quinoa, Emilio; Riguera, Ricardo [Organic Letters, 2007, vol. 9, # 24, p. 5015 - 5018]

12
[ 7021-09-2 ]
[ 3966-32-3 ]
[ 26164-26-1 ]

Yield	Reaction Conditions	Operation in experiment
	With CSP 9803/5601; trifluoroacetic acid In di-isopropyl ether Resolution of racemate;	17 The various columns containing the CSPs are conditioned with the eluant used, for 1 hour, before injection of the racemic product to be separated. [0102] The chromatographic conditions are as follows: [0103] mobile phase flow rate: 1 ml/mn; [0104] UV detection at 254 nm; [0105] optical density scale: 0.1; [0106] injection of a solution comprising 1 mg of the racemic product to be separated given below in 1 ml of eluant also given below. The results of the rounds of chromatography are given in tables 1 and 2 below. [0108] For each measurement, the retention times t of each of the recovered enantiomers, and also the capacity factor k'2 and the selectivity factor α, are indicated.
	With CSP 9803/5301; trifluoroacetic acid In di-isopropyl ether Resolution of racemate;	17 The various columns containing the CSPs are conditioned with the eluant used, for 1 hour, before injection of the racemic product to be separated. [0102] The chromatographic conditions are as follows: [0103] mobile phase flow rate: 1 ml/mn; [0104] UV detection at 254 nm; [0105] optical density scale: 0.1; [0106] injection of a solution comprising 1 mg of the racemic product to be separated given below in 1 ml of eluant also given below. The results of the rounds of chromatography are given in tables 1 and 2 below. [0108] For each measurement, the retention times t of each of the recovered enantiomers, and also the capacity factor k'2 and the selectivity factor α, are indicated.
	With CSP 9803/5901; trifluoroacetic acid In di-isopropyl ether Resolution of racemate;	17 The various columns containing the CSPs are conditioned with the eluant used, for 1 hour, before injection of the racemic product to be separated. [0102] The chromatographic conditions are as follows: [0103] mobile phase flow rate: 1 ml/mn; [0104] UV detection at 254 nm; [0105] optical density scale: 0.1; [0106] injection of a solution comprising 1 mg of the racemic product to be separated given below in 1 ml of eluant also given below. The results of the rounds of chromatography are given in tables 1 and 2 below. [0108] For each measurement, the retention times t of each of the recovered enantiomers, and also the capacity factor k'2 and the selectivity factor α, are indicated.

	With CSP 9803/5701; trifluoroacetic acid In di-isopropyl ether Resolution of racemate;	17 The various columns containing the CSPs are conditioned with the eluant used, for 1 hour, before injection of the racemic product to be separated. [0102] The chromatographic conditions are as follows: [0103] mobile phase flow rate: 1 ml/mn; [0104] UV detection at 254 nm; [0105] optical density scale: 0.1; [0106] injection of a solution comprising 1 mg of the racemic product to be separated given below in 1 ml of eluant also given below. The results of the rounds of chromatography are given in tables 1 and 2 below. [0108] For each measurement, the retention times t of each of the recovered enantiomers, and also the capacity factor k'2 and the selectivity factor α, are indicated.
	With CSP 9803/5801; trifluoroacetic acid In di-isopropyl ether Resolution of racemate;	17 The various columns containing the CSPs are conditioned with the eluant used, for 1 hour, before injection of the racemic product to be separated. [0102] The chromatographic conditions are as follows: [0103] mobile phase flow rate: 1 ml/mn; [0104] UV detection at 254 nm; [0105] optical density scale: 0.1; [0106] injection of a solution comprising 1 mg of the racemic product to be separated given below in 1 ml of eluant also given below. The results of the rounds of chromatography are given in tables 1 and 2 below. [0108] For each measurement, the retention times t of each of the recovered enantiomers, and also the capacity factor k'2 and the selectivity factor α, are indicated.
	With (3R,4S)-4-(3,5-dinitrobenzamido)-1,2,3,4-tetrahydrophenanthren-3-yl covalently linked to 3-propyl silica surface In hexane; acetic acid; isopropyl alcohol at 25℃; Resolution of racemate;
	With cellulose-modified silica gel In hexane; isopropyl alcohol Resolution of racemate;
	With ammonium acetate; acetic acid In ethanol; water Resolution of racemate;

Reference： [1]Current Patent Assignee: TCG CARLYLE GLOBAL PARTNERS LLC - US2004/260081, 2004, A1 Location in patent: Page/Page column 7-8
[2]Current Patent Assignee: TCG CARLYLE GLOBAL PARTNERS LLC - US2004/260081, 2004, A1 Location in patent: Page/Page column 7-8
[3]Current Patent Assignee: TCG CARLYLE GLOBAL PARTNERS LLC - US2004/260081, 2004, A1 Location in patent: Page/Page column 7-8
[4]Current Patent Assignee: TCG CARLYLE GLOBAL PARTNERS LLC - US2004/260081, 2004, A1 Location in patent: Page/Page column 7-8
[5]Current Patent Assignee: TCG CARLYLE GLOBAL PARTNERS LLC - US2004/260081, 2004, A1 Location in patent: Page/Page column 7-8
[6]Location in patent: experimental part Aneja, Ritu; Luthra, Pratibha Mehta; Ahuja, Satinder [Chirality, 2010, vol. 22, # 5, p. 479 - 485]
[7]Location in patent: experimental part Bai, Lian-Yang; Zhang, Yu-Ping; Deng, Pu-Hong; Zhang, Yi-Jun; Chen, Jun [Asian Journal of Chemistry, 2012, vol. 24, # 11, p. 4917 - 4922]
[8]Blinov; Reshetova [Russian Journal of Physical Chemistry, 2014, vol. 88, # 10, p. 1778 - 1784][Zh. Fiz. Khim., 2014, vol. 88, # 10, p. 1591 - 1597,7]

13
[ 3966-32-3 ]
[ 116539-56-1 ]
[ 680624-70-8 ]

Yield	Reaction Conditions	Operation in experiment
100 % de	In water; isopropyl alcohol Resolution of racemate;	3 Example 3; Optical Resolution of MMAA with Optically Active α-Methoxyphenylacetic Acid; To the (RS)-MMAA 1.00 g (5.84 mmol) was added to 2-propanol 5 g and (R)-α-methoxyphenylacetic acid 0.96 g (5.84 mmol, molar ratio 1:1). After addition of water 0.1 g, the mixture was heated to dissolve the solids. The resulting solution was gradually cooled to 25° C., and a small amount of previously prepared (S)-MMAA.(R)-α-methoxyphenylacetic acid was added as the seed crystals. The solution was cooled to 20° C. The precipitated crystals were filtered and dried. Crude (S)-MMAA.(R)-α-methoxyphenylacetic acid was 0.51 g. The yield based on the (S)-MMAA in the (RS)-MMAA was 52%, and the optical purity of the salt was 73.3% de. The salt was recrystallized from 2-propanol to give pure (S)-MMAA.(R)-α-methoxyphenylacetic acid. The optical purity of the MMAA in the pure salt was 100% de. m.p.: 106.0-106.8° C. Rotation: [α]D20-61.3° (c 1.0, EtOH) IR (KBr) cm-1: 3316 3062, 2876, 1620, 1567, 1395, 1196, 1093, 1073, 700.

Reference： [1]Current Patent Assignee: YAMAKAWA CHEMICAL INDUSTRY CO., LTD. - US2006/63943, 2006, A1 Location in patent: Page/Page column 4

14
1-(5-(2-t-butyldimethylsilyloxyethylsulfonyl)-4-n-propoxy-3-methoxyphenyl)-4-oxo-4-(3,4,5-trimethoxyphenyl-1-butanol [ No CAS ]
[ 3966-32-3 ]
[ 4358-87-6 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride In tetrahydrofuran; dichloromethane	10.C Step C: Step C: Preparation of 1-(5-(2-hydroxyethylsulfonyl)-4-n-propoxy-3-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-4-oxo-butan-1-yl-(R)-(O)-methylmandelate At ambient temperature, a solution of 1-(5-(2-t-butyldimethylsilyloxyethylsulfonyl)-4-n-propoxy-3-methoxyphenyl)-4-oxo-4-(3,4,5-trimethoxyphenyl-1-butanol (640 mg, 1 mmole) in dry CH2 Cl2 (20 ml) was treated with EDAC. HCl (380 mg, 2 mmole), R(-)-α-methoxyphenylacetic acid (200 mg, 1.2 mmole), and a catalytic amount of 4-dimethylaminopyridine, and stirred for 3-hours. The reaction mixture was diluted with ether, washed with water and brine, dried over anhydrous MgSO4, and evaporated to dryness to provide 1-(5-(2-t-butyldimethylsilyloxyethylsulfonyl-4-n-propoxy-3-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl) -4-oxo-butan-1-yl-(R)-(O)-methylmandelate. This crude product was dissolved in THF (20 ml), treated with 1 N HCl (6 mL), and stirred at room temperature for 4-6 hours. The mixture was diluted with ether, washed with water and brine, dried over anhydrous MgSO4, and evaporated in vacuo to provide a pale yellow oil. The oil was purified by flash chromatography on SiO2 to afford a mixture of diasteriomeric mandelates. The diastereomeric esters were then carefully separated using flash column chromatography on SiO2 to provide the more mobile ester 1-(5-(2-hydroxyethylsulfonyl)-4-n-propoxy-3-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-4-oxo-butan-1-yl(R)-(O)-methylmandelate, the less mobile ester and a mixture of the two esters. Each diastereoisomer was >95% pure by NMR. The more mobile esters, NMR (CDCl3): δ (1.04 (t, J=7.5 Hz, CH2 CH2 CH3), 1.86 (m, CH2 CH2 CH3), 2.2 (m, CH2 CHO-mandelate), 2.68 (t, J=7 Hz, COCH2), 3.38 (s, PhCHOCH3), 3.64 (m, SO2 CH2 CH2 OH), 3.8-4.00 (s, 4 ArOCH3, and m, SO2 CH2 CH2 OH), 4.12 (t, J=7.0 Hz OCH2 CH2 CH3), 4.82 (s, PHCHOCH3), 5.86 (t, J=6.5 Hz, CH2 CHO-mandelate), 7.02 (s, trimethoxyphenyl H-2, H-6), 7.09 (d, J=1.5 Hz, sulfonylphenyl H-6), 7.24-7.48 (m, PhCHOCH3), 7.53 (d, J=1.5 Hz, sulfonylphenyl H-2). The less mobile esters, NMR (CDCl3): δ 1.02 (t, J=7.5 Hz CH2 CH2 CH3), 1.84 (m, CH2 CH2 CH3), 2.29 (m, CH2 CHO-mandelate), 2.72 (t, J=7 Hz SO2 CH2 CH2 OH), 2.96 (t, J=7 Hz, COCH2), 3.37 (s, PhCHOCH3), 3.75 (m, SO2 CH2 CH2 OH), 3.64 (s, 1 Ar,OCH3), 3.8-4.00 (s, 3-ArOCH3 and m, SO2 CH2 CH2 OH), 4.06 (r, J=7 Hz, CH2 CH2 CH3) 4.77 (s, PhCHOCH3), 5.9 (t, J= 6.5 Hz, CH2 CHO-mandelate), 6.82 (d, J=1.5 Hz, sulfonylphenyl H-6), 7.14 (s, trimethoxyphenyl, H-2, H-6), 4.24-4.38 (m, PhCHOCH3 and d, sulfonylphenyl H-2).

Reference： [1]Current Patent Assignee: MERCK & CO INC - US5010100, 1991, A

15
[ 7533-40-6 ]
[ 3966-32-3 ]
[ 1033599-08-4 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 2729 - 2732
[2]Chemistry - An Asian Journal,2010,vol. 5,p. 2106 - 2112

16
[ 3966-32-3 ]
[ 2899-37-8 ]
[ 1033599-05-1 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 2729 - 2732
[2]Chemistry - An Asian Journal,2010,vol. 5,p. 2106 - 2112

17
[ 3966-32-3 ]
[ 2549-14-6 ]
[ 1033599-10-8 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 2729 - 2732
[2]Chemistry - An Asian Journal,2010,vol. 5,p. 2106 - 2112

18
[ 3966-32-3 ]
[ 97642-98-3 ]
[ 1033599-11-9 ]

Reference： [1]Organic Letters,2008,vol. 10,p. 2729 - 2732
[2]Chemistry - An Asian Journal,2010,vol. 5,p. 2106 - 2112

19
[ 1171742-97-4 ]
[ 3966-32-3 ]
[ 1155304-62-3 ]
[ 1155304-61-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 85% 2: 81%	With triethylamine; HATU In dichloromethane at 20℃; for 1h;	34 Synthesized according to General Procedure 34. To a stirring solution of 2-(3,5-dichlorophenyl)morpholine oxalate (50 mg, 0.16 mmol), triethylamine (22 μL, 0.16 mmol), (R)-(-)- α-OMe-phenylacetic acid (26 mg, 0.16 mmol), and CH2Cl 2 (0.5 mL), under N2, at 5° C., was added HATU (58 mg, 0.16 mmol). The solution was stirred at ambient temperature for 1 hour. The solution was purified via silica gel using 20-50% EtOAc in hexane to obtain the (R,R)-product (first to elute, 24 mg, 81% yield) and (R,S)-product (second to elute, 25 mg, 85% yield) as clear oils. LC/MS (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)), (R,R) m/z: M+1 obs=380.3; tR=2.05 min. (R,S) m/z: M+1 obs=380.3; tR=1.96 min.

Reference： [1]Current Patent Assignee: VERTEX PHARMACEUTICALS (OLD) - US2009/131440, 2009, A1 Location in patent: Page/Page column 34-35

20
[ 3966-32-3 ]
[ 77897-23-5 ]
[ 1643770-62-0 ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 7228 - 7231

21
[ 481038-59-9 ]
[ 3966-32-3 ]
[ 1643770-63-1 ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 7228 - 7231

22
[ 41598-71-4 ]
[ 3966-32-3 ]
(R)-(R)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl-2-phenylpropanoate [ No CAS ]
(R)-(S)-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl-2-phenylpropanoate [ No CAS ]

Reference： [1]RSC Advances,2015,vol. 5,p. 104509 - 104515

23
[ 1093192-07-4 ]
[ 3966-32-3 ]
C₂₀H₃₀N₂O₆ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2017,vol. 60,p. 5002 - 5014

24
[ 3966-32-3 ]
[ 225110-25-8 ]
C₃₅H₄₀O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h;	S1.4.10. Synthesis of MPA esters of ()-notopolyenol A ((±)-1) and falcarindiol (5) General procedure: MPA esters were prepared according to the method reported by Yang Zhao et al. [18] with a slight modification. To a solution of the alcohol compound (1.5 mg) in dry DCM (0.5 mL) was added R or S-MPA (2 mg, 0.012 mmol, 2.0 equiv), DCC (2.4 mg, 0.012 mmol, 2.0 equiv) and catalytic amount of DMAP. After reacting at room temperature for 2 h, the crude product was purified by preparative TLC eluting with PE/EtOAc to afford the corresponding MPA ester.

Reference： [1]Zheng, Xikang; Zheng, Xiaoqing; Zhang, Chen; Zhang, Qingying; Jiang, Yong; Tu, Pengfei [Chinese Chemical Letters, 2019, vol. 30, # 2, p. 428 - 430]

25
[ 1033805-26-3 ]
[ 3966-32-3 ]
C₂₁H₁₈ClF₃N₂O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
35%	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;

Reference： [1]Li, Hengyu; Zhang, Wenhe; Jiang, Xianyan; Wang, Huibin; Wang, Qi; Wang, Jiajun; Jia, Xian; Qin, Bin; You, Song [Advanced Synthesis and Catalysis, 2021, vol. 363, # 2, p. 540 - 548]

Recommend Products

Same Skeleton Products

Related Products

Isomers

Technical Information

• Acetal Formation • Acids Combine with Acyl Halides to Produce Anhydrides • Acyl Chloride Hydrolysis • Amide Hydrolysis • Amide Hydrolysis • Anhydride Hydrolysis • Arndt-Eistert Homologation • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Carbonation of Organometallics • Carboxylate Salt Formation • Carboxylic Acids React with Alcohols to Form Esters • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Conversion of Amino with Nitro • Decarboxylation of Substituted Propanedioic • Deprotection of Cbz-Amino Acids • Deprotonation of Methylbenzene • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Esters Are Reduced by LiAlH4 to Give Alcohols • Esters Hydrolyze to Carboxylic Acids and Alcohols • Ether Synthesis by Oxymercuration-Demercuration • Ethers Synthesis from Alcohols with Strong Acids • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Grignard Reagents Transform Esters into Alcohols • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Benzene • Hunsdiecker-Borodin Reaction • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Nitration of Benzene • Nitriles Hydrolyze to Carboxylic Acids • Nomenclature of Ethers • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Aldehydes Furnishes Carboxylic Acids • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Oxidation of Primary Alcohols Furnishes Carboxylic Acids • Passerini Reaction • Peptide Bond Formation with DCC • Periodic Acid Degradation of Sugars • Preparation of Alkylbenzene • Preparation of Amines • Preparation of Carboxylic Acids • Preparation of Ethers • Primary Ether Cleavage with Strong Nucleophilic Acids • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Reactions of Ethers • Reduction of Carboxylic Acids by LiAlH4 • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reductive Removal of a Diazonium Group • Reverse Sulfonation——Hydrolysis • Ring Opening of Oxacyclopropane • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Sulfonation of Benzene • Synthesis of Alcohols from Tertiary Ethers • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Conversion of Carboxylic Acids into Acyl Halides • The Nitro Group Conver to the Amino Function • The Nucleophilic Opening of Oxacyclopropanes • Ugi Reaction • Vilsmeier-Haack Reaction

Historical Records

Related Functional Groups of
[ 3966-32-3 ]

Aryls

[ 5394-87-6 ]

2-Isopropoxy-2-phenylacetic acid

Similarity: 0.98

[ 63450-88-4 ]

Sodium 2-methoxy-2-phenylacetate

Similarity: 0.98

[ 157134-51-5 ]

(S)-2-Methoxy-2-(naphthalen-2-yl)acetic acid

Similarity: 0.95

[ 156942-67-5 ]

(R)-2-Methoxy-2-(naphthalen-2-yl)acetic acid

Similarity: 0.95

[ 32174-46-2 ]

(R)-Methyl 2-methoxy-2-phenylacetate

Similarity: 0.93

Ethers

[ 5394-87-6 ]

2-Isopropoxy-2-phenylacetic acid

Similarity: 0.98

[ 63450-88-4 ]

Sodium 2-methoxy-2-phenylacetate

Similarity: 0.98

[ 157134-51-5 ]

(S)-2-Methoxy-2-(naphthalen-2-yl)acetic acid

Similarity: 0.95

[ 156942-67-5 ]

(R)-2-Methoxy-2-(naphthalen-2-yl)acetic acid

Similarity: 0.95

[ 32174-46-2 ]

(R)-Methyl 2-methoxy-2-phenylacetate

Similarity: 0.93

Carboxylic Acids

[ 5394-87-6 ]

2-Isopropoxy-2-phenylacetic acid

Similarity: 0.98

[ 157134-51-5 ]

(S)-2-Methoxy-2-(naphthalen-2-yl)acetic acid

Similarity: 0.95

[ 156942-67-5 ]

(R)-2-Methoxy-2-(naphthalen-2-yl)acetic acid

Similarity: 0.95

[ 7322-88-5 ]

(S)-2-Acetoxy-2-phenylacetic acid

Similarity: 0.91

[ 51019-43-3 ]

(R)-2-Acetoxy-2-phenylacetic acid

Similarity: 0.91

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 ]}	Inquiry	{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]}	{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]}	{[ item.pr_usastock ]}		{[ item.pr_chinastock ]}	{[ item.pr_remark ]}

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. 3966-32-3 ] {[proInfo.proName]}

Quality Control of [ 3966-32-3 ]

Related Doc. of [ 3966-32-3 ]

Product Details of [ 3966-32-3 ]

Calculated chemistry of [ 3966-32-3 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3966-32-3 ]

Application In Synthesis of [ 3966-32-3 ]

[ 3966-32-3 ] Synthesis Path-Downstream 1~25

Technical Information

Related Functional Groups of [ 3966-32-3 ]

Aryls

Ethers

Carboxylic Acids

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 3966-32-3 ]