Dimethyl Ether → (3R)-4-Amino-3-[4-chloro-3-(3-hydroxyphenyl)phenyl]butanoic acid hydrochloride

Participants

Reaction Steps

Following the cross-coupling procedure according to Example 25 using 3-methoxyphenyl boronic acid and (4R)-4-(3-bromo-4-chlorophenyl)pyrrolidin-2-one followed by hydrolysis of the methyl ether using 48% HBr provided the title compound (34). 1H-NMR (400 MHz, CD3OD): δ 2.67-2.73 (dd, J=16.4, 6.4 Hz, 1H), 2.80-2.85 (dd, J=16.4, 7.6 Hz, 1H), 3.19-3.25 (dd, J=12.4, 12.0 Hz, 1H), 3.32-3.37 (m, 1H), 3.39-3.47 (m, 1H), 6.79-6.81 (m, 1H), 6.85-6.87 (m, 2H), 7.21-7.25 (m, 1H), 7.28-7.33 (m, 2H), 7.48-7.50 (d, J=8 Hz, 1H); MS (ESI) m/z 306.14 (M+H)+.

Provenance & Evidence