(1S,2S,10S,13R,14S,17R,18R)-2,18-dimethyl-17-[(2R)-6-methylheptan-2-yl]-5,7-dithiapentacyclo[11.7.0.02,10.04,8.014,18]icos-4(8)-ene-6-thione | 195517-36-3

• 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: (1S,2S,10S,13R,14S,17R,18R)-2,18-dimethyl-17-[(2R)-6-methylheptan-2-yl]-5,7-dithiapentacyclo[11.7.0.02,10.04,8.014,18]icos-4(8)-ene-6-thione
• CAS: 195517-36-3
• 化学式: C₂₈H₄₄S₃
• 分子量: 476.855
• InChiKey: KOIHNIFEQXDWKC-JEFOESKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.2
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,2S,10S,13R,14S,17R,18R)-2,18-dimethyl-17-[(2R)-6-methylheptan-2-yl]-5,7-dithiapentacyclo[11.7.0.02,10.04,8.014,18]icos-4(8)-ene-6-thione 在 cesium hydroxide 、 亚磷酸三乙酯 作用下， 反应 6.5h， 生成 2-[[2-[(1S,2S,10S,13R,14S,17R,18R)-2,18-dimethyl-17-[(2R)-6-methylheptan-2-yl]-5,7-dithiapentacyclo[11.7.0.02,10.04,8.014,18]icos-4(8)-en-6-ylidene]-5-(2-hydroxyethylsulfanyl)-1,3-dithiol-4-yl]sulfanyl]ethanol
  参考文献：
  名称：

  Cholestano-Fused Electron Donors and Acceptors

  摘要：

  The synthesis of the cholestano-fused tetrathiafulvalene (TTF) 3 and cyanoethyl-protected cholestano TTF 4 is described. Compound 4 was deprotected under basic conditions and then treated with 2-bromoethanol or 1,2-dibromoethane to give the corresponding cholestano (hydroxyethyl)thio TTF 18 and the cholestano ethylenedithio TTF 19, respectively. The synthesis of the electron accepters, cholestanonaphthoquinone 20 and the corresponding dicyanonaphthoquinodiimine 5 is likewise reported.

  DOI：

  10.1021/jo970777j
• 作为产物：
  描述：

  2α-bromo-5α-cholestan-3-one 在 吡啶 、 ammonium hexafluorophosphate 、 硫酸 、 硫化氢 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 反应 14.0h， 生成 (1S,2S,10S,13R,14S,17R,18R)-2,18-dimethyl-17-[(2R)-6-methylheptan-2-yl]-5,7-dithiapentacyclo[11.7.0.02,10.04,8.014,18]icos-4(8)-ene-6-thione
  参考文献：
  名称：

  Cholestano-Fused Electron Donors and Acceptors

  摘要：

  The synthesis of the cholestano-fused tetrathiafulvalene (TTF) 3 and cyanoethyl-protected cholestano TTF 4 is described. Compound 4 was deprotected under basic conditions and then treated with 2-bromoethanol or 1,2-dibromoethane to give the corresponding cholestano (hydroxyethyl)thio TTF 18 and the cholestano ethylenedithio TTF 19, respectively. The synthesis of the electron accepters, cholestanonaphthoquinone 20 and the corresponding dicyanonaphthoquinodiimine 5 is likewise reported.

  DOI：

  10.1021/jo970777j