(5Z,7E)-(1S,3R,20S,24S)-20-fluoro-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3,24-triol

• 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: (5Z,7E)-(1S,3R,20S,24S)-20-fluoro-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3,24-triol
• 英文别名: (20S,24S)-20-fluoro-1alpha,24-dihydroxy-26,27-cyclovitamin D3/(20S,24S)-20-fluoro-1alpha,24-dihydroxy-26,27-cyclocholecalciferol；(1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(2S,5S)-5-cyclopropyl-2-fluoro-5-hydroxypentan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
• 化学式: C₂₇H₄₁FO₃
• 分子量: 432.619
• InChiKey: HWJFYSSICSOIHQ-ZRLKEYMCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (5Z,7E)-(1S,3R,20S,24ξ)-1,3-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-20-fluoro-26,27-cyclo-9,10-secocholesta-5,7,10(19)-trien-24-ol 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以29 mg的产率得到(5Z,7E)-(1S,3R,20S,24R)-20-fluoro-26,27-cyclo-9,10-secocholesta-5,7,10(19)-triene-1,3,24-triol
  参考文献：
  名称：

  Synthesis of 20-fluorovitamin D analogues

  摘要：

  A synthetic approach to novel 20-fluorovitamin D analogues is described. Introduction of fluorine has been performed by electrophilic fluorination followed by elaboration of biologically interesting side chain substructures.

  DOI：

  10.1016/0040-4020(95)00612-c

文献信息

• Synthesis of 20-fluorovitamin D analogues
  作者：Katica Schwarz、Günter Neef、Gerald Kirsch、Anke Müller-Fahrnow、Andreas Steinmeyer

  DOI：10.1016/0040-4020(95)00612-c

  日期：1995.8

  A synthetic approach to novel 20-fluorovitamin D analogues is described. Introduction of fluorine has been performed by electrophilic fluorination followed by elaboration of biologically interesting side chain substructures.