Triethylsilane → HCID 69487387、化合物
反応式
[CH2:1]([O:3][C:4](=[O:34])[CH:5]([O:30][CH:31]([CH3:33])[CH3:32])[CH:6]([C:8]1[C:13]2[S:14][CH:15]=[CH:16][C:12]=2[C:11]([O:17][CH2:18][CH2:19][C:20]2[N:21]=[C:22]([C:26]([CH3:29])([CH3:28])[CH3:27])[O:23][C:24]=2[CH3:25])=[CH:10][CH:9]=1)O)[CH3:2].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[CH2:1]([O:3][C:4](=[O:34])[CH:5]([O:30][CH:31]([CH3:33])[CH3:32])[CH2:6][C:8]1[C:13]2[S:14][CH:15]=[CH:16][C:12]=2[C:11]([O:17][CH2:18][CH2:19][C:20]2[N:21]=[C:22]([C:26]([CH3:27])([CH3:28])[CH3:29])[O:23][C:24]=2[CH3:25])=[CH:10][CH:9]=1)[CH3:2]参加物
4
実験手順
0.434 g of the above prepared 3-{4-[2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophen-7-yl}-3-hydroxy-2-isopropoxy-propionic acid ethyl ester (0.886 mmol) was dissolved in 4.5 ml of trifluoroacetic acid, treated at 0° with 1.408 ml of triethylsilane (10 eq.) and then kept for 2 h at 0° under vigorous stirring, when TLC indicated the disappearance of starting material. The reaction mixture was then poured onto crashed ice/AcOEt/NaHCO3, the organic layer washed with water (pH of aq. phase˜8), dried over sodium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=8/2) yielded 0.322 g of the title compound as colorless oil.