Synthesis of alkyl and aryl esters of N-protected beta-homoamino acids from N-protected alpha-aminodiazoketones

Protein Pept Lett. 2002 Dec;9(6):529-32. doi: 10.2174/0929866023408364.

Abstract

A simple and concomitant esterification method for the synthesis of methyl, ethyl, t-butyl, benzyl, and 9-fluorenylmethyl esters of Fmoc-/Boc-/Z-beta-homoamino acids employing Fmoc-/Boc-/Z-alpha-aminodiazoketones by Wolff rearrangement is described. The method offers good yield with purity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Esters / chemical synthesis*
  • Esters / chemistry
  • Ketones / chemistry*

Substances

  • Amino Acids
  • Esters
  • Ketones