Trifluoroacetic acid → {N-[(1R)-1-Carbamoyl-3-methyl-butyl]-N-(4-chlorobenzenesulfonyl)amino}acetic acid

Participants

Reaction Steps

Trifluoroacetic acid (15 mL) was added to a solution of {N-[(1R)-1-carbamoyl-3-methyl-butyl]-N-(4-chlorobenzenesulfonyl)amino}acetic acid tert-butyl ester (0.50 g, 1-2 mmol) in CH2Cl2 (15 mL). The reaction was stirred at rt for 4 h. The reaction was then concentrated to a white solid (0.40 g, 92%), which was used without further purification. MS (ESI), (M+H)+ 363.1; 1H NMR (DMSO-d6, 500 MHz) δ 7.90 (dd, 2H, J=2.0, 6.8), 7-65 (dd, 2H, J=2.0, 6.8), 7.60 (s, 1H), 7-06 (s, 1H), 4.32 (d, 1H, J=18), 4.12 (t, 1H, J=8.0), 4.02 (d, 1H, J=18), 1.55-1.65 (m, 1H), 1.35-1.45 (m, 2H), 0.78 (d, 3H, J=6.1), 0.73 (d, 3H, J=6.1).

Provenance & Evidence