(2S)-5-[(benzyloxy)amino]-2-cyanopiperidine ethanedioate → (2S,5R)-5-[(benzyloxy)amino]-2-cyanopiperidine ethanedioate

Participants

Reaction Conditions

Reaction Steps

A suspension of (2S)-5-[(benzyloxy)amino]-2-cyanopiperidine ethanedioate (1:1) (XI) (13 gm, 0.0404 moles) in methanol (260 ml) was heated under reflux, with stirring, for 3 hour. The resulted suspension was allowed to cool to 35° C. and the resulting suspension filtered under suction. The solid was washed with additional methanol (2×13 ml). The solid was dried under reduced pressure (4 mm Hg), to obtain (2S,5R)-5-[(benzyloxy)amino]-2-cyanopiperidine ethanedioate (XIA) as a white solid, 7.3 gm, yield 56%.

Provenance & Evidence