Solution and solid-supported synthesis of 3,4,5-trisubstituted 1,2,4-triazole-based peptidomimetics

Org Lett. 2003 Nov 13;5(23):4465-8. doi: 10.1021/ol035778e.

Abstract

[reaction: see text] 3,4,5-Trisubstituted 1,2,4-triazoles were synthesized in solution from various thioamides and hydrazides in smooth experimental conditions leading to peptidomimetic scaffolds. This strategy was found to be compatible with the usual peptide synthesis protecting groups. This methodology was then applied on solid support by anchoring alpha-amino acids through their amino function to an activated carbonate resin.

MeSH terms

  • Molecular Mimicry*
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Triazoles / chemistry*

Substances

  • Peptides
  • Triazoles
  • 1,2,4-triazole