9-Fluorenylmethyl esters

Int J Pept Protein Res. 1983 Feb;21(2):196-201. doi: 10.1111/j.1399-3011.1983.tb03093.x.

Abstract

N alpha-Protected amino acid 9-fluorenylmethyl esters (Fm esters) were prepared by imidazole-catalyzed transesterification of active esters with 9-fluorenylmethanol (9-hydroxymethylfluorene). The new carboxyl protection is unaffected by acids, but is efficiently removed by beta-elimination under the influence of secondary and tertiary amines. Primary amines and ammonia can cause slight amide formation. Deblocking was achieved also by catalytic hydrogenation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Esters
  • Fluorenes*
  • Indicators and Reagents*
  • Oligopeptides / chemical synthesis*
  • Optical Rotation
  • Structure-Activity Relationship

Substances

  • Esters
  • Fluorenes
  • Indicators and Reagents
  • Oligopeptides