[C:1]([O:5][C:6]1[CH:22]=[CH:21][C:9]([O:10][CH2:11][CH2:12][O:13][Si](C(C)(C)C)(C)C)=[CH:8][CH:7]=1)([CH3:4])([CH3:3])[CH3:2].CCCC[N+](CCCC)(CCCC)CCCC.[F-]>CC1OCCC1.C1COCC1>[C:1]([O:5][C:6]1[CH:22]=[CH:21][C:9]([O:10][CH2:11][CH2:12][OH:13])=[CH:8][CH:7]=1)([CH3:4])([CH3:2])[CH3:3][2-(4-Tert-butoxyphenoxy)ethoxy](tert-butyl)dimethylsilane (1.7 g, 5.24 mmole) was taken up in 2-MeTHF (10 mL). To this was added 1M TBAF (16 mL, 16.00 mmole) in THF then the mixture was heated to 60° C. After 4 hr the mixture was cooled to RT and concentrated. The residue was taken up in H2O and extracted with CH2Cl2 (3×). The combined organic layers were dried (MgSO4), filtered, and concentrated. Flash column chromatography (Biotage-SNAP-50 g SiO2, 30% EtOAc/hexanes) gave the title compound (1.02 g, 93%) as a clear oil. 1H NMR (400 MHz, CDCl3): δ 6.94-6.90 (m, 2 H); 6.83-6.79 (m, 2 H); 4.07-4.02 (m, 2 H); 3.97-3.91 (m, 2 H); 1.30 (s, 9 H).
Wird geladen…
