136232-12-7

Basic information

• Product Name: (S)(-)-4-hydroxy-4-phenylbutyronitrile
• Synonyms: (S)(-)-4-hydroxy-4-phenylbutyronitrile
• CAS NO: 136232-12-7
• Molecular Weight: 161.203
• Mol File: 136232-12-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)(-)-4-hydroxy-4-phenylbutyronitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (S)(-)-4-hydroxy-4-phenylbutyronitrile(136232-12-7)
• EPA Substance Registry System: (S)(-)-4-hydroxy-4-phenylbutyronitrile(136232-12-7)

Safety Data

• Hazardous Substances Data: 136232-12-7(Hazardous Substances Data)

Upstream product

• 5343-98-6 4-oxo-4-phenylbutanenitrile 

Downstream Products

• 111138-02-4 (-)-(S)-5-phenyl-4,5-dihydrofuran-2(3H)-one 

Relevant articles and documents

Synthetic strategy toward γ-KETO NITRILES and their Biocatalytic conversion to asymmetric γ-lactones

Asymmetric γ-hydroxy nitriles are valuable intermediates because hydrolysis of the nitriles can result in an intramolecular cyclization to chiral γ-lactones, which have a variety of biological uses. Starting with an assortment of different aldehydes (alkyl and aryl) a 4-step synthesis of γ-keto nitriles was developed. These prochiral substrates were then screened against a library of ketoreductases for their ability to stereoselectively reduce the carbonyl. Enzymes from the short chain dehydrogenase family showed activity and these enzymatic reactions were scaled up to produce a diverse set of chiral γ-lactones.