917026-03-0

Basic information

• Product Name: (2S,3R)-3-methyl-N-phthaloylglutamic acid anhydride
• Synonyms: (2S,3R)-3-methyl-N-phthaloylglutamic acid anhydride
• CAS NO: 917026-03-0
• Molecular Weight: 273.245
• Mol File: 917026-03-0.mol

Chemical Properties

• CAS DataBase Reference: (2S,3R)-3-methyl-N-phthaloylglutamic acid anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-3-methyl-N-phthaloylglutamic acid anhydride(917026-03-0)
• EPA Substance Registry System: (2S,3R)-3-methyl-N-phthaloylglutamic acid anhydride(917026-03-0)

Safety Data

• Hazardous Substances Data: 917026-03-0(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 
• 97550-61-3 (2R,3R)-2-amino-3-methylpentanedioic acid 

Relevant articles and documents

Efficient asymmetric synthesis of novel 4-substituted and configurationally stable analogues of thalidomide

The preparation of new thalidomide derivatives 4-methyl-(3S,4R)-3a and 4-phenyl-(3S,4S)-3b starting from pyroglutamic acids (2R,3R)-7a and (2R,3S)-7b, possessing an inappropriate stereochemistry, was successfully realized due to stereochemically complete epimerization at the α-stereogenic center upon formation of the corresponding N-phthaloyl anhydrides 9a,b. The demonstrated conformational stability of these new thalidomide derivatives provides solid experimental evidence for practical feasibility of the approach described here to overcome the inherent problem of configurational instability of thalidomide by introducing an alkyl or aryl group in the C4 position.