Acetic Acid → tert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-3-benzoyloxy-1-t-butoxycarbonylpyrrolidine (21 g) in methanol (210 ml) was added 28% sodium methoxide in methanol solution (18 ml) under nitrogen at -10° C. After stirring at 0° C. for 2 hours, acetic acid (4.95 ml) was added thereto and the mixture was evaporated. The residue was extracted with ethyl acetate and the extract was washed with water and brine successively. The dried organic solvent was evaporated to give (S)-1-t-butoxycarbonyl-3-hydroxypyrrolidine (19.0 g).

Provenance & Evidence