17-Hydroxy-3-methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene | 57707-94-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 17-Hydroxy-3-methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene
• CAS: 57707-94-5
• 化学式: C₂₅H₃₀O₂S
• 分子量: 394.578
• InChiKey: QWGVGCBFORBGFO-LHUDOVCUSA-N

物化性质

• 沸点：
  555.6±50.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  3.0

上下游信息

反应信息

• 作为反应物：
  描述：

  17-Hydroxy-3-methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene 在 吡啶 、 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 生成 3-Methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15-octahydro-6H-cyclopentaphenanthrene
  参考文献：
  名称：

  Electroinitiated oxygenation of alkenyl sulfides and alkynes in the presence of thiophenol

  摘要：

  Electrolysis of alkenyl sulfides in the presence of thiophenol with bubbling of molecular oxygen gave the corresponding alpha-(phenylthio) carbonyl compounds with the consumption of a catalytic amount of electricity. An electroinitiated radical chain mechanism has been proposed. The reaction also took place without electrochemical initiation, but much (5-50 times) longer reaction time was required for the completion of the reaction. The potential utility of the present reaction in organic synthesis is demonstrated by the net 1,2-transposition of a phenylthio group and a carbonyl group. The electroinitiated oxygenation of ketene dithioacetals also proceeded smoothly to give the corresponding alpha-(phenylthio) thiol esters. It was also found that the electroinitiated oxygenation of alkynes in the presence of thiophenol gave alpha-(phenylthio) carbonyl compounds. A mechanism involving the initial formation of alkenyl sulfides has been proposed.

  DOI：

  10.1021/jo00070a021
• 作为产物：
  描述：

  3-Methoxy-13-methyl-17-oxo-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 17-Hydroxy-3-methoxy-13-methyl-16-(phenylthio)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopentaphenanthrene
  参考文献：
  名称：

  Electroinitiated oxygenation of alkenyl sulfides and alkynes in the presence of thiophenol

  摘要：

  Electrolysis of alkenyl sulfides in the presence of thiophenol with bubbling of molecular oxygen gave the corresponding alpha-(phenylthio) carbonyl compounds with the consumption of a catalytic amount of electricity. An electroinitiated radical chain mechanism has been proposed. The reaction also took place without electrochemical initiation, but much (5-50 times) longer reaction time was required for the completion of the reaction. The potential utility of the present reaction in organic synthesis is demonstrated by the net 1,2-transposition of a phenylthio group and a carbonyl group. The electroinitiated oxygenation of ketene dithioacetals also proceeded smoothly to give the corresponding alpha-(phenylthio) thiol esters. It was also found that the electroinitiated oxygenation of alkynes in the presence of thiophenol gave alpha-(phenylthio) carbonyl compounds. A mechanism involving the initial formation of alkenyl sulfides has been proposed.

  DOI：

  10.1021/jo00070a021