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Cas Database

Name	Ethyl (R)-(-)-4-cyano-3-hydroxybutyate	EINECS	430-220-6
CAS No.	141942-85-0	Density	1.132 g/cm³
PSA	70.32000	LogP	0.21418
Solubility	N/A	Melting Point	N/A
Formula	C₇H₁₁NO₃	Boiling Point	325.6 °C at 760 mmHg
Molecular Weight	157.169	Flash Point	150.7 °C
Transport Information	N/A	Appearance	yellow liquid
Safety	26-36	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
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;	Article Data	32

Ethyl (R)-(-)-4-cyano-3-hydroxybutyate Synthetic route

: 638-07-3
ethyl (2-chloroaceto)acetate

: 143-33-9
sodium cyanide

: 141942-85-0
(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With sulfuric acid In ethanol	90%

: 1715-68-0
cyanoacetoacetic acid ethyl ester

: 141942-85-0
(R)-ethyl 4-cyano-3-hydroxybutyrate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride at 20℃; for 0.5h; Title compound not separated from byproducts.;

Ethyl (R)-(-)-4-cyano-3-hydroxybutyate Chemical Properties

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

Ethyl (R)-(-)-4-cyano-3-hydroxybutyate Safety Profile

Safty information about Ethyl (R)-(-)-4-cyano-3-hydroxybutyate (CAS NO.141942-85-0) is:
Hazard Codes: Irritant Xi
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

Ethyl (R)-(-)-4-cyano-3-hydroxybutyate 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.

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