C(O)(C(F)(F)F)=O.[C:8](=[O:85])([O:17][C@H:18]1[C@:22]([F:24])([CH3:23])[C@H:21]([N:25]2[CH:33]=[N:32][C:31]3[C:26]2=[N:27][C:28]([NH:36]C(C2C=CC(OC)=CC=2)(C2C=CC(OC)=CC=2)C2C=CC=CC=2)=[N:29][C:30]=3[O:34][CH3:35])[O:20][C@@H:19]1[CH2:60][O:61]C(C1C=CC(OC)=CC=1)(C1C=CC(OC)=CC=1)C1C=CC=CC=1)[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:8](=[O:85])([O:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[O:17][C@H:18]1[C@:22]([F:24])([CH3:23])[C@H:21]([N:25]2[CH:33]=[N:32][C:31]3[C:26]2=[N:27][C:28]([NH2:36])=[N:29][C:30]=3[O:34][CH3:35])[O:20][C@@H:19]1[CH2:60][OH:61]A 1 vol % of TFA solution in DCM (50 mL) was added to a flask loaded with 4 (2.69 g, 2.56 mmol). The mixture was stirred at room temperature for 2 h and it was complete. Sat. NaHCO3 (20 mL) was added and the mixture was partitioned in water and DCM. The organic layer was concentrated and solid residue was purified by column chromatography (silica gel, 0˜5% 2-PrOH in DCM) to afford 1.01 g of product, 5, as a white foam solid (yield 88%). 1H-NMR (CDCl3): δ 7.82 (s, 1H), 7.39-7.33 (m, 5H), 6.02 (d, 1H, J=19.2 Hz), 5.77 (dd, 1H, J=20.8, 8.8 Hz), 5.32-5.30 (m, 1H), 5.20 (s, 2H), 5.04 (s, 2H), 4.34 (d, 1H, J=8.8 Hz), 4.15 (m, 1H), 4.04 (s, 3H), 3.85-3.79 (m, 1H), 1.21 (d, 3H, J=22.8 Hz).
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