27017-01-2

Basic information

• Product Name: 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-3-(hydroxymethyl)-5-phenyl-
• CAS NO: 27017-01-2
• Molecular Formula: C16H13ClN2O2
• Molecular Weight: 300.744
• Mol File: 27017-01-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-3-(hydroxymethyl)-5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-3-(hydroxymethyl)-5-phenyl-(27017-01-2)
• EPA Substance Registry System: 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-3-(hydroxymethyl)-5-phenyl-(27017-01-2)

Safety Data

• Hazardous Substances Data: 27017-01-2(Hazardous Substances Data)

Upstream product

• 5606-55-3 7-chloro-2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepine-3-carboxylic acid ethyl ester 

Downstream Products

• 88369-24-8 7-chloro-5-phenyl-3-methyl-2,2,3'-trideuterio-1,3-dihydro-2H-1,4-benzodiazepine 
• 88369-20-4 7-chloro-5-phenyl-3-(p-toluenesulfonyl)methyl-2H-1,3-dihydro-1,4-benzodiazepin-2-one 

Relevant articles and documents

Biocatalytic deracemization of 1,4-benzodiazepines in the synthesis of enantiomerically pure serine

An efficient stereocontrolled synthesis of (S)-N-Cbz-serine (Cbz = benzyloxycarbonyl; 12) and of its (R)-enantiomer is reported. Kinetic resolution of the easily available racemic 3-(hydroxymethyl)-1,4- benzodiazepin-2-ones is performed in the key step via acetylation by the immobilized Mucor miehei lipase (Lipozyme IM) at 60°. This method is characterized by high enantiomer purity (ee's ≤ 99%) of the intermediary alcohols (+)-8 and (+)-9 and acetates (-)-10 and (-)-11, as well as of the final products (s)- and (R)-N-Cbz-serine, simple recycling of the biocatalyst, complete recovery of 2-aminobenzophenones (3 and 4) and their recycling into production of 1,4-benzodiazepines, and possibility to selectively racemize 'wrong' enantiomers of the alcohols 8 and 9 in the presence of Amberlite CG 400.