O.C(O)(C(F)(F)F)=O.[NH2:9][C:10]1[C:14]2[CH:15]=[CH:16][C:17]([C:19]3[CH:48]=[C:47]([Cl:49])[C:22]([CH2:23][C@@H:24]4[CH2:28][CH2:27][N:26]([N:29]5[CH2:34][CH2:33][CH:32]([O:35][Si](C(C)C)(C(C)C)C(C)C)[CH2:31][CH2:30]5)[C:25]4=[O:46])=[C:21]([Cl:50])[CH:20]=3)=[CH:18][C:13]=2[O:12][N:11]=1.C(OCC)(=O)C>C1COCC1>[NH2:9][C:10]1[C:14]2[CH:15]=[CH:16][C:17]([C:19]3[CH:48]=[C:47]([Cl:49])[C:22]([CH2:23][C@@H:24]4[CH2:28][CH2:27][N:26]([N:29]5[CH2:34][CH2:33][CH:32]([OH:35])[CH2:31][CH2:30]5)[C:25]4=[O:46])=[C:21]([Cl:50])[CH:20]=3)=[CH:18][C:13]=2[O:12][N:11]=1Add water (3 mL) and TFA (1 mL) to (R)-3-[4-(3-amino-benzo[d]isoxazol-6-yl)-2,6-dichloro-benzyl]-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-2-one (0.095 g) in THF (3 mL). Stir the mixture at room temperature for 5 hours. Dilute the reaction with ethyl acetate, wash with sodium bicarbonate (sat. solution), separate the organic layer, dry over sodium sulfate, filter and concentrate. Purify the residue on silica gel column by using ethyl acetate first, then switch to 5% methanol in dichloromethane to afford 0.062 g (87%) of the desired product as white solid. MS (m/z): 475 (M+).
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