Methanol → (3R)-4-Amino-3-[4-chloro-2-(2-phenylethyl)phenyl]butanoic acid hydrochloride

Participants

Reaction Steps

Crude 4-[2-((1E)-2-phenylvinyl)-4-chlorophenyl](4R)pyrrolidin-2-one (3a) was then stirred overnight with 5% PtO2 in methanol under a hydrogen atmosphere (1 atm). The catalyst was filtered using Celite and filtrate concentrated to dryness. The crude product was treated overnight with 6N HCl aqueous solution at 90° C. and the title compound (3) purified by HPLC. 1H-NMR (400 MHz, CD3OD): δ 2.36-2.41 (dd, J=16.0, 4.0 Hz, 1H), 2.69-2.75 (dd, J=16.0, 8.0 Hz, 1H), 2.88-3.00 (m, 4H), 3.05-3.12 (m, 1H), 3.17-3.24 (m, 1H), 3.65-3.69 (m, 1H), 7.14-7.22 (m, 8H); MS (ESI) m/z 318.09 (M+H)+.

Provenance & Evidence