(3S,4S)-1-(2-benzyloxy-3-nitrophenyl)-4-(tert-butyldimethylsilyloxy)-1-penten-3-ol → (3S,4S)-1-(3-amino-2-hydroxyphenyl)-4-(tert-butyldimethylsilyloxy)pentan-3-ol

Participants

Reaction Steps

A mixture of (3S,4S)-1-(2-benzyloxy-3-nitrophenyl)-4-(tert-butyldimethylsilyloxy)-1-penten-3-ol (P0015; 610 mg) and 10% Pd—C (120 mg) in EtOAc (6 ml) was stirred under hydrogen atmosphere at atmospheric pressure for 1 hour. Pd—C was removed by filtration through Celite. The filtrate was filtered through silica gel (6 g) and evaporated to give (3S,4S)-1-(3-amino-2-hydroxyphenyl)-4-(tert-butyldimethylsilyloxy)pentan-3-ol (P0016; 444.9 mg) as a brown solid.

Provenance & Evidence