Trifluoroacetic acid → (S)-Methyl 2-((S)-2-amino-3,3-dimethylbutanoyl)-3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxylate

Participants

Reaction Steps

A solution of (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoyl)-3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxylate (1.21 g, 2.09 mmol) in CH2Cl2 (13.9 mL) was charged with TFA (3.49 mL) at room temperature. After 40 min, the reaction mixture was quenched carefully with sat. NaHCO3 and then extracted with EtOAc (3×). The combined extracts were washed with sat. NaCl, dried over MgSO4, filtered and concentrated in vacuo to afford the title compound (0.97 g, 2.02 mmol, 97%) as a light yellow foam, which was used without further purification. MS (ESI+) m/z 478.2 (M+H)+.

Provenance & Evidence