The Synthesis and Structure of a Cyclobutane Analogue of Glutamic Acid with an Acetic Acid Side Chain

Article abstract of DOI:10.1071/CH9950919

A synthetic route involving a hydantoin derivative of bicyclo<3.2.0>hept-2-ene has been investigated for the preparation of neurotransmitter analogues containing an additional acetic acid substituent on the cyclobutane ring of the potent NMDA receptor agonist trans-1-aminocyclobutane-1,3-dicarboxylic acid.X-Ray analysis showed that the major cyclobutane amino acid produced had the 2-acetic acid and 3-carboxylic acid substituents in the trans-orientation as a result of epimerization during hydantoin hydrolysis.