[CH2:1]([O:3][C:4](=[O:25])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([S:14][Si](C(C)C)(C(C)C)C(C)C)[CH:7]=1)[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.Cl[CH2:45][C:46](=[O:48])[CH3:47]>C1COCC1>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([S:14][CH2:45][C:46](=[O:48])[CH3:47])[CH:7]=1)[CH3:2](4-Methoxy-3-triisopropylsilanylsulfanyl-phenyl)-acetic acid ethyl ester (2.5 g, 6.53 mmol) was dissolved in THF (40 mL) and cooled to 0° C. Tetrabutylammonium fluoride (6.6 mL, 1.0M in THF, 6.6 mmol) was added and the reaction stirred for 15 minutes, after which time analytical TLC indicated complete reaction. Chloroacetone (0.520 mL, 6.53 mmol) was then added and the reaction was allowed to warm to room temperature. When analytical TLC indicated the reaction was complete, it was submitted to standard workup procedures then purified via silica gel chromatography to yield the title compound.
Wird geladen…