620598-74-5

Basic information

• Product Name: (S)-N-methyl-N-benzyl-2-acetyloxy-2-phenylethanamide
• CAS NO: 620598-74-5
• Molecular Weight: 297.354
• Mol File: 620598-74-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-N-methyl-N-benzyl-2-acetyloxy-2-phenylethanamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-methyl-N-benzyl-2-acetyloxy-2-phenylethanamide(620598-74-5)
• EPA Substance Registry System: (S)-N-methyl-N-benzyl-2-acetyloxy-2-phenylethanamide(620598-74-5)

Safety Data

• Hazardous Substances Data: 620598-74-5(Hazardous Substances Data)

Upstream product

• 622-29-7 N-Benzylidenemethylamine 
• 7322-88-5 (S)-acetylmandelic acid 
• 17199-29-0 (S)-Mandelic acid 
• 51019-44-4 (S)-2-chloro-2-oxo-1-phenylethyl acetate 
• 103-67-3 benzyl-methyl-amine 

Downstream Products

• 28102-51-4 (4S*)-N-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Highly stereoselective Friedel-Crafts type cyclization. Facile access to enantiopure 1,4-dihydro-4-phenyl isoquinolinones

The present report describes a stereoselective synthesis of 1,4-dihydro-4-phenyl isoquinolinones 5 based on a stereoselective Friedel-Crafts type cyclization. Cyclization precursors 1 were prepared in two steps, from the readily available (S)-mandelic acid, in 60-80% overall yield. The stereoselective electrophilic cyclization was accomplished in 20-86% yield and with 20-97% ee. In the course of this work, the presence of the amide carbonyl was found to be particularly important to guarantee a stereospecific process during the electrophilic aromatic substitution.