Triethylsilane → HCID 67156466、化合物
反応式
C([SiH](CC)CC)C.[CH2:8]([O:15][C@@H:16]1[C@H:21]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C@@H:20]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C@@H:19]([CH2:38][O:39][CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[O:18][C:17]1([C:48]1[C:57]2[C:52](=[CH:53][CH:54]=[CH:55][CH:56]=2)[CH:51]=[C:50]([CH2:58][C:59]2[S:63][C:62]3[CH:64]=[CH:65][C:66]([F:68])=[CH:67][C:61]=3[CH:60]=2)[CH:49]=1)O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH2:8]([O:15][C@H:16]1[C@@H:21]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C@@H:20]([O:30][CH2:31][C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C@@H:19]([CH2:38][O:39][CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[O:18][CH:17]1[C:48]1[C:57]2[C:52](=[CH:53][CH:54]=[CH:55][CH:56]=2)[CH:51]=[C:50]([CH2:58][C:59]2[S:63][C:62]3[CH:64]=[CH:65][C:66]([F:68])=[CH:67][C:61]=3[CH:60]=2)[CH:49]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1参加物
5
実験手順
In a nitrogen stream, triethylsilane (0.19 ml, 1.21 mmol) and a boron trifluoride-diethyl ether complex (0.14 ml, 1.11 mmol) were added to a solution of (3R,4R,5S,6R)-3,4,5-trisbenzyloxy-6-benzyloxymethyl-2-[3-(5-fluorobenzo-[b]thiophen-2-ylmethyl)-naphthalen-1-yl]tetrahydropyran-2-ol (770 mg, 0.93 mmol) in methylene chloride (10 ml) at 0° C. The reaction mixture was stirred at room temperature for two hours, and then a saturated sodium hydrogen carbonate aqueous solution was added. The obtained mixture was extracted with methylene chloride, and the organic layer was washed with a saturated sodium chloride aqueous solution and then dried with sodium sulfate. The solvent was distilled under reduced pressure, and the obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:20)] to obtain the title compound (550 mg, 73%).