Trifluoroacetic acid → (4-{[(2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-3-methoxy-phenyl)-acetic acid

Participants

Reaction Steps

A solution of chiral (4-{[(2′S,3′R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluoro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carbonyl]-amino}-3-methoxy-phenyl)-acetic acid tert-butyl ester (0.16 g, 0.23 mmol) in dichloromethane (5 mL) was added trifluoroacetic acid (0.5 g). The reaction mixture was stirred at room temperature for 20 h, then concentrated. The “pH” of the residue was adjusted to 7 by aqueous saturated NaHCO3 solution. The mixture was extracted with ethyl acetate three times. The combined organic extract was washed with brine, dried over MgSO4, and concentrated, dried in vacuo to give chiral (4-{[(2′S,3′R,4′S,5′R)-6-chloro-4′-(3-chloro-2-fluoro-phenyl)-2′-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3′-pyrrolidine]-5′-carbonyl]amino}-3-methoxy-phenyl)-acetic acid as a light yellow solid (0.14 g, 95%).

Provenance & Evidence