[CH:1]1([CH:4]([OH:31])[CH2:5][S:6]([N:9]2[CH2:30][CH2:29][C:12]3([C:16](=[O:17])[N:15]([C:18]4[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=4)[CH2:14][CH2:13]3)[CH2:11][CH2:10]2)(=[O:8])=[O:7])[CH2:3][CH2:2]1.S([O-])([O-])(=O)=O.[Ca+2].[CH3:38]I>[Ag]=O>[CH:1]1([CH:4]([O:31][CH3:38])[CH2:5][S:6]([N:9]2[CH2:10][CH2:11][C:12]3([C:16](=[O:17])[N:15]([C:18]4[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:26])[F:27])=[CH:20][CH:19]=4)[CH2:14][CH2:13]3)[CH2:29][CH2:30]2)(=[O:8])=[O:7])[CH2:3][CH2:2]1A mixture of 8-(2-cyclopropyl-2-hydroxy-ethanesulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (described in example 208, 30 mg, 0.07 mmol), dry calcium sulfate (33 mg, 0.26 mmol) and silver oxide (60 mg, 0.26 mmol) in methyl iodide (1 mL) was stirred at room temperature for 48 h. The reaction mixture was filtered through Celite® and washed with methylene chloride. The filtrate was concentrated to dryness under reduced pressure to give the crude residue which was purified by flash column chromatography (1:1 AcOEt/heptane) which afforded the desired product as a white solid (12.5 mg, 40%). MS (ESI): 477.2 (MH+).
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