Canadian Journal of Chemistry

Synthesis of piperazine-2, 5-diones related to bicyclomycin: 1, 4-dibenzyl-3-hydroxy-3-[1-(2-methoxyethyl) ethenyl] piperazine-2, 5-dione. 2. Route via cyclic …

P Yates, JH Hoare

Index: Yates, Peter; Hoare, John Harold Canadian Journal of Chemistry, 1983 , vol. 61, p. 1397 - 1404

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Citation Number: 10

Abstract

1, 4-Dibenzyl-3-hydroxy-3-[1-(2-methoxyethyl) ethenyl] piperazine-2, 5-dione (43), which incorporates several of the structural features of the antibiotic bieyclomycin, has been synthesized via a reaction sequence involving early construction of the piperazine-2, 5- dione ring. In model studies 3-isopropylidenepiperazine-2, 5-dione was di-N-benzylated and epoxidized to give 4, 7-dibenzyl-2, 2-dimethyl-1-oxa-4, 7-diazaspiro [2.5] octane-5, 8- ...