Trifluoroacetic acid → HCID 86705899, compound

Participants

Reaction Steps

To a solution of methyl 2-(((R)-4-((S)-7-((3R,5S)-1-((S)-2-amino-3,3-dimethylbutanoyl)-5-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)pyrrolidin-3-yl)-3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-3-((tert-butoxycarbonyl)amino)-2-methyl-4-oxobutan-2-yl)thio)acetate (0.34 g, 0.35 mmol) in DCM (6 mL) was added TFA (1.2 mL, 15.6 mmol) slowly. The reaction mixture was stirred at rt for 40 min and concentrated in vacuo. The residue was basified with sat. aq. NaHCO3 solution to adjust the pH to 8-9. The resulting mixture was extracted with EtOAc (2×). The organic layers were combined and washed with brine, dried over MgSO4 and filtered. The filtrate was concentrated in vacuo to afford the title compound as a white solid (0.30 g, 100%). MS (ESI+) m/z 865.5 (M+H)+.

Provenance & Evidence