Tetrahedron

An efficient synthesis of new 2-aminomethyl-1, 3, 4-oxadiazoles from enantiomeric phenylglycine hydrazides

A Kudelko, W Zieliński

Index: Kudelko, Agnieszka; Zielinski, Wojciech Tetrahedron, 2009 , vol. 65, # 6 p. 1200 - 1206

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Citation Number: 25

Abstract

New derivatives of 2-aminomethyl-1, 3, 4-oxadiazole were synthesized in the reactions of N- protected phenylglycine hydrazides and triethyl orthoesters (orthoformate, orthoacetate, orthopropionate, orthobenzoate) in the presence of glacial acetic acid. Studies on the cleavage reactions of the acid-sensitive N-BOC and N-Ac 1, 3, 4-oxadiazoles are presented. Spectral characteristics of the compounds and attempts to elucidate the racemization ...