467435-24-1

Upstream product

• 39692-63-2 2-benzyloxycarbonylamino-acrylic acid 
• 467435-23-0 (S)-5-[1-Methoxycarbonyl-meth-(Z)-ylidene]-pyrrolidine-2-carboxylic acid methyl ester 
• 4931-66-2 methyl (S)-pyroglutamate 
• 125712-97-2 (S)-5-(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-pyrrolidine-2-carboxylic acid methyl ester 
• 173142-47-7 methyl (2S)-5-methoxy-3,4-dihydro-2H-pyrrole-2-carboxylate 

Relevant academic research and scientific papers

Synthesis of an azabicycloalkane amino acid scaffold as potential rigid dipeptide mimetic

Short syntheses are presented of the pseudo-dipeptide (3S,6S)-6-[(benzyloxy)carbonyl]amino-5-oxo-1,2,3,5,6,7-hexahydro-3- indolizinecarboxylic acid (1a) and of its (3S,6R) diastereoisomer (1b). The key step involves adding vinylogous β-enaminoester derived from pyroglutamic acid on an acrylate derivative. The 6,5-fused bicyclic lactam obtained may be viewed as a conformationally restricted Ala-Pro mimetic.