Lithium Hydroxide → HCID 11421763, compound

Participants

Reaction Steps

To 240 mg of (S)-2-{4′-[(4-furan-3-yl-3-methyl-benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-3-methyl-butyric acid methyl ester was added 2 mL of THF and 4 mL of LiOH solution (3.6 g LiOH/50 mL MeOH/50 mL H2O). The mixture was stirred at room temperature for 4 days. The solvents were removed under vacuum and the residue was dissolved in 5 mL of water. The solution was acidified to pH2 and the resulting suspension was filtered. The solid product was dried under vacuum to give 171 mg of (S)-2-{4′-[(4-furan-3-yl-3-methyl-benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-3-methyl-butyric acid was obtained as white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.8 (dd, J=13.1, 6.8 Hz, 6 H) 2.4 (s, 3 H) 3.5 (m, 1 H) 6.8 (dd, J=1.9, 0.9 Hz, 1 H) 7.2 (dd, J=7.3, 1.0 Hz, 1 H) 7.5 (dd, J=7.6 Hz, 1 H) 7.7 (dd, J=8.5, 0.9 Hz, 1 H) 7.8 (d, J=8.8 Hz, 2 H) 7.8 (m, 4 H) 7.9 (m, 2 H) 7.9 (dd, J=1.5, 0.8 Hz, 1 H) 8.0 (m, 3 H) 10.6 (s, 1 H) 12.6 (s, 1 H).

Provenance & Evidence