Hydrochloric Acid → (2R,3S)-3-(t-butoxycarbonyl)amino-4-phenyl-butane-1,2-diol

Participants

Reaction Conditions

Reaction Steps

A solution of N-tert-butoxycarbonyl-3(S)-amino-2(R)-hydroxy-4-phenylbutyric acid methyl ester 85.1 kg dissolved in ethanol 220 kg was kept at 10-20° C. and mixed with sodium borohydride 13.5 kg and stirred at 15-45° C. for 3hrs. The reaction solution was cooled, adjusted with 3N-HCl to pH 2.5-3.5, concentrated under a reduced pressure, and washed with ethyl acetate and water to separate an organic phase, which was washed with aqueous 10% sodium chloride solution and concentrated under an reduced pressure to obtain the crude N-tert-butoxycarbonyl-3(S)-amino-2(R)-hydroxy-4-phenyl-1-butanol.

Provenance & Evidence