(S)-methyl 2-hydroxy-3-phenylpropanoate → 4-(3-Carboxymethoxy-benzo[b]naphtho[2,3-d]thiophen-11-yl)-phenoxy-3-phenyl-propionic acid

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Reaction Steps

Prepared from of [11 -(4-hydroxy-phenyl)-benzo[b]naphtho[2,3-d]thiophen-3-yloxy ]-acetic acid methyl ester (Example 72) and (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (Example 96). White solid: mp: 191-201° C.: NMR (DMSO-d6); δ13.1 (broad s, 2 H), 8.45 (s, 1 H), 8.01 (d, J=8 Hz, 1 H), 7.55-7.25 (m, 11H), 7.16 (d, J =9 Hz, 2 H), 6.67 (dd, J=9, 2Hz, 1 H), 6.49 (d, J=9 Hz, 1 H), 5.18 (dd, J=7,4Hz, 1 H), 4.74 (s, 2 H), 3.28 (dd, J=7, 4 Hz, 1 H), 3.21 (dd, J=14, 7 Hz, 1 H); MS (EI): 458 (80%, M+); Anal. Calc. for C33H24O6S: C, 72.25, H, 4.41, N, 0.00. Found: C, 69.57, H, 4.15, N, 0.32; Analytical HPLC :92% purity.

Provenance & Evidence