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141942-85-0

Basic Information
CAS No.: 141942-85-0
Name: Ethyl (R)-(-)-4-cyano-3-hydroxybutyate
Article Data: 32
Cas Database
Molecular Structure:
Molecular Structure of 141942-85-0 (Ethyl (R)-(-)-4-cyano-3-hydroxybutyate)
Formula: C7H11NO3
Molecular Weight: 157.169
Synonyms: Butanoicacid, 4-cyano-3-hydroxy-, ethyl ester, (R)-;(3R)-4-Cyano-3-hydroxybutyric acidethyl ester;(R)-Ethyl 4-cyano-3-hydroxybutanoate;Ethyl (R)-4-cyano-3-hydroxybutyrate;
EINECS: 430-220-6
Density: 1.132 g/cm3
Melting Point: N/A
Boiling Point: 325.6 °C at 760 mmHg
Flash Point: 150.7 °C
Solubility: N/A
Appearance: yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information: N/A
PSA: 70.32000
LogP: 0.21418
Synthetic route
638-07-3

ethyl (2-chloroaceto)acetate

143-33-9

sodium cyanide

141942-85-0

(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions
ConditionsYield
With glucose dehydrogenase; ketoreductase In acetic acid butyl ester; water at 30 - 40℃; for 16h; Product distribution / selectivity; Aqueous phosphate buffer;98%
143-33-9

sodium cyanide

32224-01-4, 95310-94-4, 128052-98-2, 95537-36-3

(S)-4-bromo-3-hydroxy-butyric acid ethyl ester

141942-85-0

(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions
ConditionsYield
at 50℃; for 3h;95%
In N,N-dimethyl-formamide at 20℃;50%
773837-37-9

sodium cyanide

10488-69-4, 86728-85-0, 87068-18-6, 90866-33-4

ethyl (S)-4-chloro-3-hydroxybutanoate

141942-85-0

(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions
ConditionsYield
With sulfuric acid; sodium hydroxide In water at 40℃; pH=7.3; Enzymatic reaction;93%
With halohydrindehalogenase from parvibaculum lavamentivorans at 40℃; for 14h; pH=8; Kinetics; Enzymatic reaction;85%
In water; N,N-dimethyl-formamide at 50℃; for 3h;70%
287955-93-5

(R)-3-hydroxy-4-cyano-butyric acid

141942-85-0

(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions
ConditionsYield
With sulfuric acid In ethanol90%
1715-68-0

cyanoacetoacetic acid ethyl ester

141942-85-0

(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions
ConditionsYield
With D-glucose In phosphate buffer at 30℃; for 24h; pH=7;83.1%
143-33-9

sodium cyanide

112100-39-7

(S)-4-iodo-3-hydroxy-butyric acid ethyl ester

141942-85-0

(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions
ConditionsYield
In ethanol; water at 45℃; for 3h;81%
32224-01-4

(S)-4-bromo-3-hydroxybutyric acid,ethyl ester

143-33-9

sodium cyanide

141942-85-0

(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions
ConditionsYield
In water at 25 - 35℃; for 7.33h; pH=8 - 9.5;80%
143-33-9

sodium cyanide

10488-69-4, 86728-85-0, 87068-18-6, 90866-33-4

ethyl (S)-4-chloro-3-hydroxybutanoate

141942-85-0

(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions
ConditionsYield
With acetic acid In water at 105 - 110℃; for 0.02125h;80%
With sodium dihydrogen phosphate monohydrate In formamide at 65℃; for 1.25h;76.4%
In water at 105℃; for 0.0133333h;67.4%
64-17-5

ethanol

287955-93-5

(R)-3-hydroxy-4-cyano-butyric acid

141942-85-0

(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions
ConditionsYield
With sulfuric acid at 80℃; for 1h;62%
hydrogenchloride In diethyl ether; ethanol at 20℃; for 30h;
With hydrogenchloride In diethyl ether; ethanol at 20℃; for 30h; Inert atmosphere;
With hydrogenchloride In diethyl ether at 20℃; for 30h; Inert atmosphere;
64-17-5

ethanol

287955-93-5

(R)-3-hydroxy-4-cyano-butyric acid

A

141942-85-0

(R)-ethyl 4-cyano-3-hydroxybutyrate

B

312745-91-8

(S)-3-hydroxy-4-cyanobutyric acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride at 20℃; for 0.5h; Title compound not separated from byproducts.;
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  • (R)-(-)-4-Cyano-3-hydroxybutyric acid ethyl ester CAS NO.141942-85-0

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    (R)-(-)-4-Cyano-3-hydroxybutyric acid ethyl ester CAS NO.141942-85-0

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Chemistry

Molecular structure of Ethyl (R)-(-)-4-cyano-3-hydroxybutyate (CAS NO.141942-85-0) is:

Product Name: Ethyl (R)-(-)-4-cyano-3-hydroxybutyate
CAS Registry Number: 141942-85-0
IUPAC Name: ethyl (3R)-4-cyano-3-hydroxybutanoate
Molecular Weight: 157.16714 [g/mol]
Molecular Formula: C7H11NO3
XLogP3-AA: -0.5
H-Bond Donor: 1
H-Bond Acceptor: 4 
EINECS: 430-220-6 
Refractive index: n20/D 1.448(lit.) 
Surface Tension: 44.1 dyne/cm
Density: 1.132 g/cm3
Flash Point: 150.7 °C
Enthalpy of Vaporization: 65.8 kJ/mol
Boiling Point: 325.6 °C at 760 mmHg
Vapour Pressure: 1.75E-05 mmHg at 25°C
Product Categories: Pharmaceutical Intermediates; Alcohols, Hydroxy Esters and Derivatives; Chiral Compounds; Intermediatesofatorvastatin; chiral; API intermediates

Safety Profile

Safty information about Ethyl (R)-(-)-4-cyano-3-hydroxybutyate (CAS NO.141942-85-0) is:
Hazard Codes: IrritantXi
Risk Statements 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 1

Specification

 Ethyl (R)-(-)-4-cyano-3-hydroxybutyate , its cas register number is 141942-85-0. It also can be called ethyl (3R)-4-cyano-3-hydroxybutanoate . It is a yellow liquid.