[F:1][C:2]([F:20])([F:19])[C:3]([NH:5][CH2:6][C@@H:7]1[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8]1)=[O:4].C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:20][C:2]([F:1])([F:19])[C:3]([NH:5][CH2:6][C@@H:7]1[CH2:11][CH2:10][NH:9][CH2:8]1)=[O:4]To a stirred solution of 1,1-dimethylethyl(3S)-3{[(trifluoroacetyl)amino]methyl}-1-pyrrolidinecarboxylate (2.96 g, 10.0 mmole), in CH2Cl2 (50 mL) at RT was added TFA (25 mL). After 2 h, the reaction contents were concentrated under vacuum. The remaining residue was dissolved in (CHCl3/i-PrOH, 10:1) and washed with saturated aqueous NaHCO3. The organic phase was separated and dried over Na2SO4. Concentration under vacuum afforded the title compound (1.86 g, 95%) as a yellow oil: LC-MS (ES) m/e 197 (M+H)+.
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