65096-22-2

Basic information

• Product Name: Benzamide, N-[2-hydroxy-1-[(1-methyl-1H-imidazol-5-yl)methyl]ethyl]-, (S)-
• CAS NO: 65096-22-2
• Molecular Formula: C14H17N3O2
• Molecular Weight: 259.308
• Mol File: 65096-22-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzamide, N-[2-hydroxy-1-[(1-methyl-1H-imidazol-5-yl)methyl]ethyl]-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N-[2-hydroxy-1-[(1-methyl-1H-imidazol-5-yl)methyl]ethyl]-, (S)-(65096-22-2)
• EPA Substance Registry System: Benzamide, N-[2-hydroxy-1-[(1-methyl-1H-imidazol-5-yl)methyl]ethyl]-, (S)-(65096-22-2)

Safety Data

• Hazardous Substances Data: 65096-22-2(Hazardous Substances Data)

Upstream product

• 35166-51-9 methyl ester of N^α-benzoyl-N^?-methyl-L-histidine 
• 98-88-4 benzoyl chloride 
• 3005-62-7 methyl ester of N^α-benzoyl-L-histidine 
• 125039-07-8 (S)-2-Benzoylamino-3-[1-(4-nitro-benzenesulfonyl)-1H-imidazol-4-yl]-propionic acid methyl ester 

Relevant articles and documents

Kinetic resolution of racemic alcohols catalyzed by minimal artificial acylases derived from l-histidine

The artificial acylases, tert-butyldiphenylsilyl ether and tris(trimethylsilyl)silyl ether of N(π)-methyl-N(α)-(2,4,6-triisopropylbenzenesulfonyl)-l-histidinol, are simple and small molecules, which contain only one chiral carbon center that originates from natural l-histidine. Asymmetric acylation of racemic secondary alcohols with isobutyric anhydride induced by these artificial acylases gave optically active isobutyrates and optically active alcohols with an S(kfast-reacting enantiomer/kslow-reacting enantiomer) value of up to 132. One hydrogen bonding interaction between a sulfonamidyl group of the catalysts and a substrate should be essential for inducing the high level of kinetic resolution through catalytic asymmetric acylation. Furthermore, a reusable polystyrene-bound artificial acylase was developed to examine its practicality.

Synthesis of (+)-pilocarpine analogs with a 2-oxazolidone structure

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