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Cas Database |
| Name |
Ethyl (S)-4-cyano-3-hydroxybutyrate |
EINECS | N/A |
| CAS No. | 312745-91-8 | Density | 1.132 g/cm3 |
| PSA | 70.32000 | LogP | 0.21418 |
| Solubility | Not miscible or difficult to mix with water. | 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 | N/A |
| Safety | 26-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
(3S)-4-Cyano-3-hydroxybutyricacid ethyl ester; |
Article Data | 4 |
Ethyl (S)-4-cyano-3-hydroxybutyrate Synthetic route
- 312745-91-8
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
| Conditions | Yield |
|---|---|
| With pyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran at 20℃; for 96h; | 90% |
- 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 | Yield |
|---|---|
| With hydrogenchloride at 20℃; for 0.5h; Title compound not separated from byproducts.; |
- 32328-03-3
diethyl 3-hydroxyglutarate
- 312745-91-8
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 95 percent / Novozym 435 2: 90 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide; pyridine / tetrahydrofuran / 96 h / 20 °C View Scheme |
- 13880-89-2
3-hydroxyglutaronitrile
- 312745-91-8
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: nitrilase III; phosphate buffer / 22 h / 22 °C / pH 7 2: HCl / 0.5 h / 20 °C View Scheme |
- 773837-37-9
sodium cyanide
- 638-07-3
ethyl (2-chloroaceto)acetate
A
- 141942-85-0
(R)-ethyl 4-cyano-3-hydroxybutyrate
B
- 312745-91-8
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
| Conditions | Yield |
|---|---|
| With vector pCDFDuet-HF and vector pET30-(S)-alcohol dehydrogenase in Escherichia coli BL21(DE3) In aq. buffer at 30℃; for 10h; pH=7; Enzymatic reaction; stereoselective reaction; | A n/a B n/a |
| With halohydrin dehalogenase; NAD; magnesium chloride; alcohol dehydrogenase In tert-butyl methyl ether at 40℃; under 760.051 Torr; for 10h; pH=8; Solvent; Reagent/catalyst; Concentration; Time; Electrolysis; Sealed tube; Inert atmosphere; Enzymatic reaction; | A n/a B n/a |
- 312745-91-8
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
| Conditions | Yield |
|---|---|
| With Wilkinson's catalyst; (E)-acetaldoxime In toluene Reflux; | 95.2% |
- 540-88-5
acetic acid tert-butyl ester
- 312745-91-8
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
- 312745-90-7
tert-butyl (5S)-6-cyano-5-hydroxy-3-oxohexanoate
| Conditions | Yield |
|---|---|
| With lithium diisopropyl amide In tetrahydrofuran at -78℃; | 77% |
| Stage #1: acetic acid tert-butyl ester; (S)-3-hydroxy-4-cyanobutyric acid ethyl ester With tert-butyl magnesium (1+); chloride In tetrahydrofuran; toluene at 0 - 5℃; for 1h; Stage #2: With lithium diisopropyl amide In tetrahydrofuran; hexane; toluene at 5 - 20℃; for 16.5h; | 57% |
| Stage #1: acetic acid tert-butyl ester; (S)-3-hydroxy-4-cyanobutyric acid ethyl ester With magnesium chloride In tetrahydrofuran at 0 - 5℃; Stage #2: With lithium diisopropyl amide In tetrahydrofuran; hexane at 5 - 20℃; for 16.5h; | 46% |
| With lithium diisopropyl amide In tetrahydrofuran; hexane at 5 - 20℃; for 16.5h; | 26% |
- 312745-91-8
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
| Conditions | Yield |
|---|---|
| With hydrogen; nickel; triethylamine In ethanol at 20℃; |
- 312745-91-8
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
- 1510832-55-9
C8H16INO2Si
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: hydrogen; triethylamine; nickel / ethanol / 20 °C 2: iodine; N,N,N,N,-tetramethylethylenediamine / dichloromethane View Scheme |
- 312745-91-8
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
- 159934-17-5
3α,4α-epoxy-2-piperidone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: hydrogen; triethylamine; nickel / ethanol / 20 °C 2: iodine; N,N,N,N,-tetramethylethylenediamine / dichloromethane 3: sodium methylate View Scheme |
Ethyl (S)-4-cyano-3-hydroxybutyrate Chemical Properties
Product Name: (s)-Ethyl-4-cyano-3-hydroxybutyrate (CAS NO.312745-91-8)
Molecular Formula: C7H11NO3
Molecular Weight: 157.17g/mol
Mol File: 312745-91-8.mol
Boiling point: 325.6°C at 760mmHg
Flash Point: 150.7°C
Density: 1,114 g/cm3
Refractive index: 1.4480
Surface Tension: 44.1 dyne/cm
Enthalpy of Vaporization: 65.8 kJ/mol
Vapour Pressure: 1.75E-05 mmHg at 25°C
Product Categories: API intermediates; All Aliphatics; Aliphatics
Ethyl (S)-4-cyano-3-hydroxybutyrate Safety Profile
Safety Information of (s)-Ethyl-4-cyano-3-hydroxybutyrate (CAS NO.312745-91-8):
Risk Statements: 36/37/38
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements: 26-36
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
Ethyl (S)-4-cyano-3-hydroxybutyrate Specification
(s)-Ethyl-4-cyano-3-hydroxybutyrate ,its CAS NO. is 312745-91-8,the synonyms is (s)-Ethyl-4-cyano-3-hydroxybutyrate ; (s)-4-Cyano-3-hydroxybutanoate ethyl ; Butanoic acid 4-cyano-3-hydroxy-ethyl ester, (s) ; Ethyl (s)-(+)-4-cyano-3-hydroxybutyrate ; Ethyl(s)-4-cyano-3-hydroxy-butyrate ; Ethyl (s)-4-cyano-3-hydroxybutanoate ; (3s)-4-Cyano-3-hydroxy-butanoic acid ethyl ester ; Ethyl (s)-(+)-4-cyano-3-hydroxybutyrate , ee 98% .
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