321125-73-9

Basic information

• Product Name: ((R)-3-Cyano-2-phenyl-propyl)-carbamic acid methyl ester
• Synonyms: ((R)-3-Cyano-2-phenyl-propyl)-carbamic acid methyl ester
• CAS NO: 321125-73-9
• Molecular Weight: 218.255
• Mol File: 321125-73-9.mol

Chemical Properties

• CAS DataBase Reference: ((R)-3-Cyano-2-phenyl-propyl)-carbamic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: ((R)-3-Cyano-2-phenyl-propyl)-carbamic acid methyl ester(321125-73-9)
• EPA Substance Registry System: ((R)-3-Cyano-2-phenyl-propyl)-carbamic acid methyl ester(321125-73-9)

Safety Data

• Hazardous Substances Data: 321125-73-9(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 78533-73-0 3-phenylglutaronitrile 
• 321125-69-3 (3S)-4-cyano-3-phenylbutanoic acid 

Downstream Products

• 1078-21-3 (R)-Phenibut 

Relevant articles and documents

Enzymatic desymmetrization of 3-alkyl- and 3-arylglutaronitriles, a simple and convenient approach to optically active 4-amino-3-phenylbutanoic acids

The enantioselective hydrolysis of 3-alkyl- and 3-arylglutaronitriles catalyzed by Rhodococcus sp. AJ270 cells, afforded the corresponding (S)-3-substituted 4-cyanobutanoic acids with low to moderate enantiomeric purities. Additives such as acetone were found to significantly enhance the enantioselectivity of the desymmetrization, giving enantiomeric excesses of up to 95%. The synthetic potential of the homochiral product was also demonstrated by the preparation of optically active (R)- and (S)-4-amino-3-phenylbutanoic acids.

Microbial desymmetrization of 3-arylglutaronitriles, an unusual enhancement of enantioselectivity in the presence of additives

In the presence of an organic additive such as acetone or β-cyclodextrin or in a biphasic system of hexane and aqueous phosphate buffer, microbial desymmetrization of 3-arylglutaronitriles catalyzed by Rhodococcus sp. AJ270 cells proceeded regiospecifically and enantioselectively to produce S-(+)-3-aryl-4-cyanobutyric acids in high enantiomeric excess. Convenient chemoenzymatic syntheses of optically active R-(-)-4-amino-3-phenylbutyric acid and 4R-(-)-4-phenyltetrahydropyran-2-one are described. (C) 2000 Elsevier Science Ltd.