CC(C)([O-])C.[Na+].Cl[C:8]1[N:9]([CH2:16][CH2:17][C@@H:18]([OH:48])[CH2:19][O:20][C:21]2[CH:47]=[CH:46][C:24]3[N:25]=[C:26]([N:28]4[CH2:33][CH2:32][N:31]([CH2:34][C:35]5[CH:40]=[CH:39][C:38]([O:41][C:42]([F:45])([F:44])[F:43])=[CH:37][CH:36]=5)[CH2:30][CH2:29]4)[S:27][C:23]=3[CH:22]=2)[CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[N:12]=1.[Cl-].[NH4+]>CS(C)=O>[N+:13]([C:11]1[N:12]=[C:8]2[N:9]([CH:10]=1)[CH2:16][CH2:17][C@H:18]([CH2:19][O:20][C:21]1[CH:47]=[CH:46][C:24]3[N:25]=[C:26]([N:28]4[CH2:33][CH2:32][N:31]([CH2:34][C:35]5[CH:40]=[CH:39][C:38]([O:41][C:42]([F:45])([F:44])[F:43])=[CH:37][CH:36]=5)[CH2:30][CH2:29]4)[S:27][C:23]=3[CH:22]=1)[O:48]2)([O-:15])=[O:14]Sodium tert-butoxide (112 mg) was added to a dimethylsulfoxide solution (6 ml) of (R)-4-(2-chloro-4-nitroimidazol-1-yl)-1-{2-[4-(4-trifluoromethoxybenzyl)piperazin-1-yl]benzothiazol-6-yloxy}butan-2-ol (662 mg), and the mixture was stirred at room temperature for 3 hours. A saturated ammonium chloride aqueous solution was added to the reaction mixture, and precipitated solid was sequentially washed with water and diisopropyl ether. The crude product was purified by silica gel column chromatography (ethyl acetate:n-hexane=2:1→ethyl acetate) to afford the title compound as a pale yellow powder (60 mg).
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