[Br:1][C:2]1[CH:3]=[C:4]([CH:13]=[C:14]([CH3:16])[CH:15]=1)[CH2:5][S:6][CH2:7][C@@H:8]([CH3:12])[C:9]([OH:11])=[O:10].[OH:17]OS([O-])=O.[K+].[OH2:23]>C(#N)C.CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH2:5][S:6]([CH2:7][C@@H:8]([CH3:12])[C:9]([OH:11])=[O:10])(=[O:17])=[O:23])[CH:13]=[C:14]([CH3:16])[CH:15]=1To a solution of 6.48 g (21 mmol) (S)-3(3-bromo-5-methyl-benzylsulfanyl)-2-methyl-propionic acid in 70 ml acetonitrile and 35 ml water is added 65.7 g (107 mmol) oxone®. After stirring for 2.5 hrs at rt the mixture is diluted with EtOAc and water to get a clear solution. The organic layer is washed with brine, dried over magnesium sulfate and the solvent is evaporated. Crystallization from DCM/diethyl ether and a little methanol gives the title compound as white crystals.
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