Trifluoroacetic acid → N-[(2S)-2-amino-3-(3,5-difluorophenyl)propyl]-L-alanyl-N1-isobutyl-L-valinamide

Participants

Reaction Steps

N-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-(3,5-difluorophenyl)propyl]-L-alanyl-N1-isobutyl-L-valinamide (377 mg, 0.735 mmol) is stirred with 1.5 mL of trifluoroacetic acid and 3 mL of dichloromethane for 25 min. It is then concentrated on a rotary evaporator and then neutralized with several mL of saturated aqueous sodium bicarbonate. The product is taken up in ethyl ether containing about 1% methanol, washed with several more mL of bicarbonate solution and with brine, and then dried over Na2SO4. Concentration afforded a quantitative yield of the title compound as a yellow solid. HRMS (ESI) calcd for C21H34F2N4O2+H1 413.2728, found 413.2730.

Provenance & Evidence