Sodium Sulfide → HCID 10989032、化合物
反応式
[CH3:1][C:2]1([CH3:26])[O:6][C@@H:5]([C@H:7](OS(C)(=O)=O)[C@@H:8]2[C@H:12]([CH2:13]OS(C)(=O)=O)[O:11][C:10]([CH3:20])([CH3:19])[O:9]2)[CH2:4][O:3]1.[S-2:27].[Na+].[Na+]>CN(C)C=O>[CH3:1][C:2]1([CH3:26])[O:6][C@@H:5]([C@@H:7]2[C@@H:8]3[C@@H:12]([O:11][C:10]([CH3:20])([CH3:19])[O:9]3)[CH2:13][S:27]2)[CH2:4][O:3]1参加物
4
実験手順
10.1 g (0.024 mol) of methanesulfonic acid {(4R)-(2,2-dimethyl[1,3]dioxolan-4-yl)}-{(4S,5S)-(5-methanesulfonyloxymethyl-2,2-dimethyl[1,3]dioxolan-4-yl)}-(S)methyl ester from the aforementioned Experimental Example 3 were dissolved in 260 mL of N,N-dimethylformamide, and 8.9 g (0.036 mol) of sodium sulfide were added. The reaction mixture was reacted at 100° C. for 3 h. The reaction mixture was concentrated under reduced pressure, and water was added to the concentrate, which was then extracted with ethyl acetate. The organic layer was dried and filtered, and the filtrate was concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography using the eluant (hexane:ethyl acetate=5:1) to obtain 5.9 g (yield: 94%) of (3aS,4R,6aR)-4-((4R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxole as an oil.