[Cl:1][CH2:2][C@@H:3]([OH:30])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C@H:23]3[CH2:27][O:26][C:25]([CH3:29])([CH3:28])[O:24]3)=[CH:17][CH:16]=2)([CH3:14])[CH3:13])=[CH:8][CH:7]=1.[C:31](OC(=O)C)(=[O:33])[CH3:32]>N1C=CC=CC=1.CN(C1C=CN=CC=1)C>[C:31]([O:30][C@@H:3]([CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C@H:23]3[CH2:27][O:26][C:25]([CH3:29])([CH3:28])[O:24]3)=[CH:17][CH:16]=2)([CH3:14])[CH3:13])=[CH:10][CH:11]=1)[CH2:2][Cl:1])(=[O:33])[CH3:32]To a solution of (S)-1-chloro-3-(4-(2-(4-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)phenyl)propan-2-yl)phenoxy)propan-2-ol (850 mg, 1.95 mmol) in anhydrous pyridine (6.0 mL) were successively added acetic anhydride (280 μL, 2.93 mmol) and catalytic amount of DMAP. After 3 h, the reaction mixture was quenched with an aqueous solution of sodium chloride and stirred for 15 min, and the resulting mixture was extracted twice with ethyl acetate. The organic phases were combined, dried over anhydrous magnesium sulfate and filtered. Solvents were evaporated, and the resulting crude material was used without further purification.
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