Beilstein Journal of Organic Chemistry (Dec 2016)

Synthesis of acylhydrazino-peptomers, a new class of peptidomimetics, by consecutive Ugi and hydrazino-Ugi reactions

  • Angélica de Fátima S. Barreto,
  • Veronica Alves dos Santos,
  • Carlos Kleber Z. Andrade

DOI
https://doi.org/10.3762/bjoc.12.285
Journal volume & issue
Vol. 12, no. 1
pp. 2865 – 2872

Abstract

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Herein we describe a versatile approach for the synthesis of acylhydrazino-peptomers, a new class of peptidomimetics. The key idea in this approach is based on a simple route using a one-pot hydrazino-Ugi four-component reaction followed by a hydrazinolysis or hydrolysis reaction and subsequent hydrazino-Ugi reaction or classical Ugi reaction for the construction of acyclic acylhydrazino-peptomers. The consecutive multicomponent reactions produced a variety of acylhydrazino-peptomers in moderate to excellent yields (47–90%). These compounds are multifunctional intermediates that can be further functionalized to obtain new peptidomimetics with potential biological activity.

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