Tetrahedron Letters

A facile synthesis of NZ/Boc-protected 1, 3, 4-oxadiazole-based peptidomimetics employing peptidyl thiosemicarbazides

RS Lamani, G Nagendra, VV Sureshbabu

Index: Lamani, Ravi S.; Nagendra; Sureshbabu, Vommina V. Tetrahedron Letters, 2010 , vol. 51, # 36 p. 4705 - 4709

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Citation Number: 14

Abstract

Synthesis of 1, 3, 4-oxadiazole containing peptidomimetics is described by a p-TsCl/pyridine- mediated cyclization of the corresponding dipeptidyl thiosemicarbazides, which are readily prepared by coupling N-protected amino acid hydrazides with amino acid-derived isothiocyanato esters. Further, the protocol has also been extended for the synthesis of orthogonally protected 1, 3, 4-oxadiazole tethered mimetics as well. The synthetic route is ...