[OH:1][CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([CH:13]=[O:14])=[CH:10]2)=[CH:5][CH:4]=1.[CH3:15][S:16](Cl)(=[O:18])=[O:17].CCN(CC)CC.[NH4+].[Cl-]>C(Cl)Cl>[CH:13]([C:9]1[CH:10]=[C:11]2[C:6]([CH:5]=[CH:4][C:3]([CH2:2][O:1][S:16]([CH3:15])(=[O:18])=[O:17])=[CH:12]2)=[CH:7][CH:8]=1)=[O:14]To a cold (0° C.) solution of the product of step 6 (430 mg, 2.31 mmol) in CH2Cl2 (5 mL) was added MsCl (318 mg, 2.7 mmol) and Et3N (559 mg, 5.5 mmol). The mixture was stirred at 0° C. for 2 h. Aqueous NH4Cl was added, and the mixture was extracted with EtOAc. The combined organic extracts were washed with brine, dried (anhyd. MgSO4) and concentrated in vacuo. The crude product was used in the next step without further purification.
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