952524-02-6

Basic information

• Product Name: (S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole
• Synonyms: (S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole
• CAS NO: 952524-02-6
• Molecular Weight: 308.337
• Mol File: 952524-02-6.mol

Chemical Properties

• CAS DataBase Reference: (S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole(952524-02-6)
• EPA Substance Registry System: (S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole(952524-02-6)

Safety Data

• Hazardous Substances Data: 952524-02-6(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 1041177-32-5 (2-(1-hydroxyethyl)-1H-benzo[d]imidazol-1-yl)(phenyl)methanone 
• 192316-22-6 (S)-(-)-2-(α-hydroxyethyl)benzimidazole 
• 98-88-4 benzoyl chloride 

Downstream Products

• 23032-21-5 D-leucine methyl ester 
• 2666-93-5 (S)-Leu-OMe 
• 3005-60-5 N-benzoyl-L-leucine methyl ester 
• 3081-24-1 H-Phe-OEt 
• 1795-96-6 D-phenylalanine ethyl ester 
• 19817-70-0 (S)-ethyl N-benzoyl-phenylalaninate 
• 64896-35-1 (R)-2-(N-benzoylamino)-3-phenylpropanoic acid ethyl ester 
• 4070-48-8 D-Valine methyl ester 
• 4070-48-8 L-Valine methyl ester 
• 1492-13-3 (2R)-2-(benzoylamino)-3-methylbutyric acid methyl ester 
• 1492-13-3 N-benzoyl-L-valine methyl ester 
• 24461-61-8 (R)-Phenylglycine methyl ester 
• 6591-61-3 (S)-Phenylglycine methyl ester 
• 62045-88-9 methyl (R)-2-benzoylamino-2-phenylacetate 

Relevant articles and documents

Enantioselective benzoylation of α-amino esters using (S)-1-benzoyl-2-(α-acetoxyethyl)benzimidazole, a chiral benzimidazolide

(Chemical Equation Presented) A new chiral benzimidazolide is developed as a nonenzymatic acylating agent for enantioselective benzoylation of racemic α-amino esters. The process is highly efficient, which exhibits uniformly high enantioselectivity for α-amino esters with or without aryl substituents under mild reaction conditions. The chiral benzimidazolide is inexpensive and is easily accessible.

Lipase mediated kinetic resolution of benzimidazolyl ethanols

Enantioselective trans-acylation of the racemic benzimidazolyl ethanols was achieved via enzymatic kinetic resolution. A range of commercially available lipases were screened and Novozyme-435 was established as the optimal catalyst. N-Protection was found to be mandatory for effective transesterification. However, electron-withdrawing substituents reduced the enantioselectivity to some extent when compared to the other substituents.