Lithium Hydroxide → HCID 11353870, compound

Participants

Reaction Steps

To (S)-2-(4′-{[5-(1-chloro-vinyl)-4-methoxy-3-methyl-benzofuran-2-carbonyl]-amino}-biphenyl-4-sulfonylamino)-3-methyl-butyric acid methyl ester (29 mg) was added 0.5 mL of THF and 2 mL of LiOH solution (3.6 g LiOH/50 mL MeOH/50 mL H2O). The mixture was stirred at room temperature for 3 days. The solvents were removed under vacuum and the residue was triturated with 2 mL of 2N HCl and filtered. The solid product was dried under vacuum. 23 mg of desired (S)-2-(4′-{[5-(1-chloro-vinyl)-4-methoxy-3-methyl-benzofuran-2-carbonyl]-amino}-biphenyl-4-sulfonylamino)-3-methyl-butyric acid, obtained as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.8 (dd, J=12.9, 6.8 Hz, 6 H) 2.0 (m, 1 H) 2.7 (s, 3 H) 3.6 (dd, J=9.3, 6.1 Hz, 1 H) 4.0 (s, 3 H) 5.9 (d, J=2.3 Hz, 1 H) 6.7 (d, J=2.3 Hz, 1 H) 7.0 (d, J=8.6 Hz, 1 H) 7.7 (d, J=8.6 Hz, 1 H) 7.8 (m, 8 H) 8.1 (d, 1 H) 10.3 (s, 1 H) 12.6 (s, 1 H).

Provenance & Evidence