C(O[CH2:10][C@@H:11]([O:30]S(C)(=O)=O)[C@@H:12]([NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:13][C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([F:21])[CH:15]=1)(=O)C1C=CC=CC=1.[OH-].[Na+]>CO.O.O>[F:20][C:18]1[CH:19]=[C:14]([CH2:13][C@H:12]([NH:22][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29])[C@@H:11]2[CH2:10][O:30]2)[CH:15]=[C:16]([F:21])[CH:17]=1Mesylate 30 was dissolved in methanol/water at 0° and a solution of sodium hydroxide in water was added. After all of the starting material was consumed, the reaction was extracted and the residue purified using silica gel chromatography to obtain epoxide 31 as a white solid, m.p.=99°.
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