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inquiryEthyl (S)-4-cyano-3-hydroxybutyrate Basic information Product Name: Ethyl (S)-4-cyano-3-hydroxybutyrate Synonyms: (S)-ETHYL-4-CYANO-3-HYDROXYBUTYRATE;(S)-4-CYANO-3-HYDROXYBUTANOATE ETHYL;BUTANOIC ACI
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(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
Conditions | Yield |
---|---|
With pyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran at 20℃; for 96h; | 90% |
ethanol
(R)-3-hydroxy-4-cyano-butyric acid
A
(R)-ethyl 4-cyano-3-hydroxybutyrate
B
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride at 20℃; for 0.5h; Title compound not separated from byproducts.; |
diethyl 3-hydroxyglutarate
(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 |
3-hydroxyglutaronitrile
(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 |
sodium cyanide
ethyl (2-chloroaceto)acetate
A
(R)-ethyl 4-cyano-3-hydroxybutyrate
B
(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 |
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
Conditions | Yield |
---|---|
With Wilkinson's catalyst; (E)-acetaldoxime In toluene Reflux; | 95.2% |
acetic acid tert-butyl ester
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
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% |
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
Conditions | Yield |
---|---|
With hydrogen; nickel; triethylamine In ethanol at 20℃; |
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
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 |
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
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 |
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
C5H10N2O2
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: hydrogen; triethylamine; nickel / ethanol / 20 °C 2: iodine; N,N,N,N,-tetramethylethylenediamine / dichloromethane 3: sodium methylate 4: ammonium hydroxide / water / 20 °C View Scheme |
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (E)-acetaldoxime; Wilkinson's catalyst / toluene / Reflux 2: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 25 °C View Scheme |
(S)-3-hydroxy-4-cyanobutyric acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (E)-acetaldoxime; Wilkinson's catalyst / toluene / Reflux 2: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 25 °C 3: sodium hydroxide; water / ethanol / 1.17 h / 45 - 50 °C View Scheme |
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