9-Fluorenylmethyl esters.
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.
D004952:Esters; D005449:Fluorenes; D007202:Indicators and Reagents; D009842:Oligopeptides / Q000138:chemical synthesis*; D009904:Optical Rotation; D013329:Structure-Activity Relationship
D004952:Esters; D005449:Fluorenes; D007202:Indicators and Reagents; D009842:Oligopeptides