Facile synthesis of phosphonamidate- and phosphonate-linked phosphonopeptides

J Pept Sci. 2006 Apr;12(4):303-9. doi: 10.1002/psc.727.

Abstract

A direct method for the preparation of phosphonamidate- and phosphonate-linked phosphonopeptides has been developed. Using this method, both phosphonopeptides were prepared in acceptable yields directly from simple and commercially available chemicals in one-pot reactions of benzyl carbamate, aldehydes, and methyl dichlorophosphite, followed by aminolysis with amino acid esters or alcoholysis with hydroxy esters.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Molecular Structure
  • Organophosphonates / chemistry*
  • Phosphoamino Acids / chemistry*
  • Phosphopeptides / chemical synthesis*
  • Phosphopeptides / chemistry

Substances

  • Organophosphonates
  • Phosphoamino Acids
  • Phosphopeptides