Facile Preparation of Peptides with C-Terminal N-Alkylamide via Radical-Initiated Dethiocarboxylation

Chem Pharm Bull (Tokyo). 2016;64(4):375-8. doi: 10.1248/cpb.c15-01025.

Abstract

A new synthetic method has been developed to prepare peptides bearing a C-terminal N-alkylamide from peptide thioacids via a radical-initiated dethiocarboxylation process. This method enables the introduction of various alkyl groups to C-terminal amides simply by replacing the amino acid building block. Its application to the preparation of anti-cancer drug ABT-510 is also reported.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Carboxylic Acids / chemistry*
  • Chromatography, High Pressure Liquid
  • Peptides / chemistry*

Substances

  • Amides
  • Carboxylic Acids
  • Peptides