Potassium Bromide → N-(1-Benzyl-2-hydroxyethyl)-3(R)-[3-(4'-carbamoylbiphenyl-4-yl)-1H-pyrrol-1-yl]succinamic acid

Participants

Reaction Steps

According to the procedure described in Example 1(a), N-(1(S)-benzyl-2-hydroxyethyl)-3(R)-[3-(4′-carbamoylbiphenyl-4-yl)-1H-pyrrol-1-yl]succinamic acid benzyl ester was hydrogenolyzed to N-(1(S)-benzyl-2-hydroxyethyl)-3(R)-[3-(4′-carbamoylbiphenyl-4-yl)-1H-pyrrol-1-yl]succinamic acid in 95% yield, mp 218-20° C. 1H NMR (DMSO-d6): ∂ 8.12 (d, 1H, J=8.5 Hz), 7.97 (s, 1H), 7.88 (d, 2H, J=8.5 Hz), 7.72 (d, 2H, J=8.5 Hz), 7.57 (d, 2H, J=8.1 Hz), 7.33 (bs, 1H), 7.24 (s, 1H), 7.22-7.11 (m, 6H), 6.80 (bs, 1H), 6.42 (bs, 1H), 4.98-4.90 (bm, 1H), 4.80-4.72 (m, 1H), 3.82-3.76 (m, 1H), 2.82-2.70 (m, 2H), 2.62-2.50 (m, 1H). IR (KBr): 3402, 2925, 1658, 1601, 1400, 1202, 825, 782, 702, 633 cm−1. HRFABMS: Calculated for C30H29N3O5Cs (M+Cs+): 644.1162. Found: 644.1147. Anal. Calculated for C30H29N3O5•0.3 CHCl3: C, 66.49; H, 5.40; N, 7.68. Found: C, 66.30; H, 5.50; N, 7.50.

Provenance & Evidence