204929-83-9

Upstream product

• 305839-36-5 ((3R,7S,7aS)-5-Oxo-3,6-diphenyl-tetrahydro-pyrrolo[1,2-c]oxazol-7-yl)-acetic acid 
• 305839-37-6 ((2S,3S)-2-Hydroxymethyl-5-oxo-4-phenyl-pyrrolidin-3-yl)-acetic acid 

Downstream Products

• 204929-85-1 (2S,3S,4S)-2-Methoxycarbonyl-3-methoxycarbonylmethyl-5-oxo-4-phenylpyrrolidine 

Relevant academic research and scientific papers

Pyrrolidinones derived from (S)-pyroglutamic acid. Part 2. Conformationally constrained kainoid analogues

Derivation of pyrrolidinones from (S)-pyroglutamic acid was described. The procedure permitted the sequential modification of C-3 and C-4 substituents of the kainoids. This allowed access to a diverse range of compounds. The pyrrolidinone ring conformation appeared to be controllable by the nature of remote substituents on the heterocyclic ring.

Direct versatile route to conformationally constrained glutamate analogues

Novel conformationally constrained glutamate analogues are readily available from (S)-pyroglutamic acid; using a bicyclic lactam template, diastereocontrolled and sequential modification of the pyrrolidine ring is possible, allowing a versatile access to several glutamate and kainoid analogues; variations in the C(2)H-C(3)H coupling constants were observed depending upon the nature of remote substituents on the heterocyclic ring, consistent with modification of the ring conformation.