Synthesis of phosphonamidate peptides by Staudinger reactions of silylated phosphinic acids and esters

Chem Commun (Camb). 2011 Jan 7;47(1):349-51. doi: 10.1039/c0cc02472d. Epub 2010 Sep 7.

Abstract

The Staudinger reaction of unprotected azido-peptides with silylated phosphinic acids and esters on the solid support offers a straightforward acid-free entry to different phosphonamidate peptide esters or acids under mild conditions in high purity and yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Esters / chemistry*
  • Molecular Structure
  • Organosilicon Compounds / chemistry*
  • Phosphinic Acids / chemistry*
  • Phosphopeptides / chemical synthesis*
  • Phosphopeptides / chemistry
  • Stereoisomerism

Substances

  • Amides
  • Esters
  • Organosilicon Compounds
  • Phosphinic Acids
  • Phosphopeptides