The Journal of Organic Chemistry

Synthesis of 3-isopropylidene-2, 5-piperazinediones

CC Shin, M Masaki, M Ohta

Index: Shin,C. et al. Journal of Organic Chemistry, 1967 , vol. 32, p. 1860 - 1863

Full Text: HTML

Citation Number: 29

Abstract

Synthetic routes to 3-alkylidene-2, 5-piperazinedione have been studied. An enamine carboxylate, methyl 2-amino-3-methyl-2-butenoate, was treated with phthaloylglycyl chloride to give methyl 3-methyl-2-phthaloylglycylamino-2-butenoate, which, after removal of phthaloyl group, was cyclized to yield 3-isopropylidene-2, 5-piperazinedione. The condensation reaction of the piperazinedione with aromatic aldehydes was also studied, ...