19-Trimethylsiloxy-5alpha-androstane-3beta,17beta-diol → 19-Trimethylsiloxy-5alpha-androstane-3,17-dione
反応式
[CH3:1][Si:2]([CH3:26])([CH3:25])[O:3][CH2:4][C@@:5]12[C@@H:22]3[C@H:13]([C@H:14]4[C@@:18]([CH2:20][CH2:21]3)([CH3:19])[C@@H:17]([OH:23])[CH2:16][CH2:15]4)[CH2:12][CH2:11][C@H:10]1[CH2:9][C@@H:8]([OH:24])[CH2:7][CH2:6]2.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O>[CH3:25][Si:2]([CH3:1])([CH3:26])[O:3][CH2:4][C@@:5]12[C@@H:22]3[C@H:13]([C@H:14]4[C@@:18]([CH2:20][CH2:21]3)([CH3:19])[C:17](=[O:23])[CH2:16][CH2:15]4)[CH2:12][CH2:11][C@H:10]1[CH2:9][C:8](=[O:24])[CH2:7][CH2:6]2参加物
4
反応条件
- 温度
- 10 °C
実験手順
19-Trimethylsiloxy-5α-androstane-3β,17β-diol is dissolved in acetone and chilled to 10° C. Jones reagent is added with stirring over a period of 5 minutes and the mixture left standing for an additional 20 minutes. The acetone layer is poured onto water with vigorous stirring. The solid which forms is collected by filtration, air dried and crystallized from an acetone-hexane solution to yield 19-trimethylsiloxy-5α-androstane-3,17-dione.