479490-53-4

Upstream product

• 5292-43-3 bromoacetic acid tert-butyl ester 
• 254909-27-8 (2R,5S)-7-ethoxycarbonyl-2-phenyl-1-aza-3-oxa-lbicyclo<3.3.0>octan-8-one 
• 103201-79-2 (3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 
• 479490-65-8 6-tert-butoxycarbonylmethyl-5-oxo-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazole-6-carboxylic acid ethyl ester 
• 479490-43-2 6-tert-butoxycarbonylmethyl-5-oxo-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazole-6-carboxylic acid 

Relevant academic research and scientific papers

Stereoselective synthesis of conformationally constrained ω -amino acid analogues from pyroglutamic acid

Bicyclic lactams derived from pyroglutamic acid provide a useful scaffold for synthesis of conformationally restricted analogues of lysine, ornithine and glutamine, as well as an Ala-Ala dipeptide analogue. Amino alcohol and carboxylic acid derivatives ar

A practical and improved synthesis of (3S,5S)-3-[(tert-butyloxycarbonyl)methyl]-5- [(methanesulfonyloxy)methyl]-2-pyrrolidinone

A practical and improved synthesis of (3S,5S)-3-[(tert-butyloxycarbonyl)methyl]-5- [(methanesulfonyloxy)-methyl]-2-pyrrolidinone (1) is described. The key transformations involve a highly efficient reaction sequence consisting of ethoxycarbonylation, alkylation, hydrolysis, and decarboxylation to produce compound 10. The process described herein is practical, robust, and cost-effective, and it has been successfully implemented in a pilot plant to produce a multikilogram quantity of mesylate 1.