[OH:1][C:2]1([C@H:5]2[CH2:9][O:8]C(C)(C)[N:6]2[C:12]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:13])[CH2:4][CH2:3]1.CC1C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.C(=O)([O-])O.[Na+]>CO>[CH2:15]([O:14][C:12](=[O:13])[NH:6][C@@H:5]([C:2]1([OH:1])[CH2:3][CH2:4]1)[CH2:9][OH:8])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1To a solution of benzyl(4R)-4-(1-hydroxycyclopropyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (2.45 g) in methanol (100 mL) was added pyridin-1-ium 4-methylbenzenesulfonate (2.33 g) at room temperature. The reaction mixture was stirred at room temperature overnight, to the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.68 g).
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