Methyl 2-((succinimidooxy)carbonyl)benzoate (MSB): a new, efficient reagent for N-phthaloylation of amino acid and peptide derivatives

J Org Chem. 2002 May 31;67(11):3764-8. doi: 10.1021/jo016347h.

Abstract

A new, efficient, and readily available reagent, methyl 2-((succinimidooxy)carbonyl)benzoate (MSB), for N-phthaloylation of amino acids and amino acid derivatives is described. The phthaloylation procedure is simple and racemization-free and gives excellent results with alpha-amino acids, alpha-amino alcohols, dipeptides, alpha-amino carboxamides, and alpha-amino esters.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemical synthesis*
  • Benzoates / chemistry*
  • Peptides / chemical synthesis*
  • Phthalic Acids / chemistry*
  • Succinimides / chemistry*

Substances

  • Amino Acids
  • Benzoates
  • Methyl 2-((succinimidooxy)carbonyl)benzoate
  • Peptides
  • Phthalic Acids
  • Succinimides