[Cl:1][C:2]([Cl:48])([Cl:47])[C:3]([O:6][C:7]([N:9]1[C@H:14]2[C:15]([C:35]([O:37][CH2:38][CH3:39])=[O:36])=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][O:27][Si](C(C)(C)C)(C)C)=[CH:20][CH:19]=3)[CH2:17][C@@H:10]1[CH2:11][N:12]([C:40]([O:42]C(C)(C)C)=O)[CH2:13]2)=[O:8])([CH3:5])[CH3:4].Cl.O1CCOC[CH2:51]1.CCN(C(C)C)C(C)C.C(Cl)(=O)C>CN(C1C=CN=CC=1)C.CO.C1COCC1.C(Cl)Cl>[Cl:47][C:2]([Cl:48])([Cl:1])[C:3]([O:6][C:7]([N:9]1[C@H:14]2[C:15]([C:35]([O:37][CH2:38][CH3:39])=[O:36])=[C:16]([C:18]3[CH:19]=[CH:20][C:21]([O:24][CH2:25][CH2:26][OH:27])=[CH:22][CH:23]=3)[CH2:17][C@@H:10]1[CH2:11][N:12]([C:40](=[O:42])[CH3:51])[CH2:13]2)=[O:8])([CH3:4])[CH3:5]As for compound S1, from H7 (5.80 g, 7.73 mmol), CH2Cl2 (60 mL), 4M HCl/dioxane (60 mL), THF (50 mL), DMAP (47 mg, 0.384 mmol), DIPEA (5.29 mL, 31.7 mmol), acetyl chloride (0.604 mL, 8.08 mmol), and MeOH (5 mL). Purification of the residue by FC (EtOAc/heptane 1:1→EtOAc MeOH/EtOAc 1:9) led to the title compound (3.07 g, 69%). Rf=0.20 (EtOAc). LC-MS: Rt=4.80; ES+: 576.93.
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