HCID 21921209, compound → HCID 86592793, compound

Participants

Reaction Steps

5-Chloro-2-[(napthalen-1-yl-methyl)-amino]-benzoic acid (0.1 g, 0.32 mmol) was treated with (2S)-amino-3-(2′-phenoxy-biphenyl-4-yl)propionic acid methyl ester hydrochloride salt (0.123 g, 0.32 mmol) according to the general procedure A to give 2-{5-Chloro-2-[(naphthalene-1-yl-methyl)-amino]-3-(2′phenoxy-biphenyl-4-yl)-propionic acid methyl ester (0.155 g, 75.6%). This methyl ester (0.15 g, 0.23 mmol) was treated with LiOH (2 eq, 1N aqueous solution) according to the general procedure C to give 2-{5-chloro-2-[(naphthalene-1-yl-methyl)-amino]-3-(2′phenoxy-biphenyl-4-yl)-propionic acid (0.13 g, 90.0%) as white solid. 1HNMR (400 MHz, DMSO-d6): 3.36 (dd, 1H), 3.46 (dd, 1H), 4.79–4.88 (m, 1H), 5.10 (d, 2H), 7.01 (d, 1H), 7.18 (d, 2H), 7.26 (d, 1H), 7.33 (t, 1H), 7.50–7.90 (m, 14H), 7.96 (d, 1H), 8.10–8.20 (m, 1H), 8.22–8.30 (m, 1H), 8.32–8.48 (m, 2H), 9.07 (d, 1H), 13.10 (s, 1H). LC/MS (m/z): 627.2 (M+1)+.

Provenance & Evidence