(2S)-3-{4-[2-(biphenyl-4-yloxy)-ethoxy]-phenyl}-2-methoxy-propionic acid → 3-{3-[3-(Biphenyl-4-yloxy)-propoxy]-phenyl}-2-methoxy-propionic acid

Participants

Reaction Steps

The title compound was prepared from 4-(3-bromo-propoxy)-biphenyl (Example 291, Step 7) and 3-(3-hydroxy-phenyl)-2-methoxy-propionic acid methyl ester (Example 291, Step 4) (0.3 g, 1.42 mmol) via the same procedure used for the preparation of (2S)-3-{4-[2-(biphenyl-4-yloxy)-ethoxy]-phenyl}-2-methoxy-propionic acid (Example 283, Step 3). The crude material was submitted to chiral HPLC separation to afford the single enantiomer of isomer 1. 1H-NMR (CDCl3, 200.15 MHz): 7.57–7.17 (m, 7H), 6.99 (dd, 2H, J=6.7, 2.2), 6.85–6.80 (m, 3H), 4.19 (dd, 4H, J=13.4, 6.4), 4.03 (dd, 1H, J=7.3, 4.3), 3.40 (s, 3H), 0.14 (dd, 1H, J=14.0, 4.3), 2.98 (dd, 1H, J=14.8, 7.5), 2.28 (qui, 2H, J=5.9).

Provenance & Evidence