3-Hydroxy-N-phenylaniline → (2s)-2-Methoxy-3-{4-[3-(3-phenylamino-phenoxy)-propoxy]-phenyl}-propionic acid

Participants

Reaction Steps

The title compound was prepared from (2S)-3-[4-(3-hydroxy-propoxy)-phenyl]-2-methoxy-propionic acid linked to Wang's Resin (Example 94, Step D) via Mitsunobu coupling with 3-hydroxydiphenylamine and cleavage from the resin (Standard Procedure G) gave an oily solid (4%). 1H-NMR (200.15 MHz, CDCl3): δ 7.31–6.81 (m, 8H), 6.83 (d, 2H, J=8.6), 6.65–6.62 (m, 2H), 6.48 (dd, 1H, J=8.2, 2.1), 4.12 (t, 4H, J=6.2), 3.99 (dd, 1H, J=7.0, 4.4), 3.40 (s, 3H), 3.10 (dd, 1H, J=14.2, 4.4), 2.95 (dd, 1H, J=14.2, 7.0), 2.22 (qn, 2H, J=6.2).

Provenance & Evidence