trimethyl-[(8'R,9'S,13'S,14'S)-13'-methyl-3'-prop-2-enoxyspiro[1,3-dioxolane-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-2'-yl]silane | 1422954-68-4

• 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: trimethyl-[(8'R,9'S,13'S,14'S)-13'-methyl-3'-prop-2-enoxyspiro[1,3-dioxolane-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-2'-yl]silane
• CAS: 1422954-68-4
• 化学式: C₂₆H₃₈O₃Si
• 分子量: 426.671
• InChiKey: OBIBNQFAPSVYRV-VTKNMLBTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trimethyl-[(8'R,9'S,13'S,14'S)-13'-methyl-3'-prop-2-enoxyspiro[1,3-dioxolane-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-2'-yl]silane 生成 (8'R,9'S,13'S,14'S)-13'-methyl-4'-prop-2-enyl-2'-trimethylsilylspiro[1,3-dioxolane-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-3'-ol
  参考文献：
  名称：

  Synthetic Approaches towards 4-Functionalized Estrone Derivatives

  摘要：

  Directed ortho-lithiation of estrone carbamate followed by reaction with electrophiles afforded 2-substituted estrone derivatives. Reductive cleavage of the carbamate group followed by O-allylation and Claisen rearrangement led to new 4-functionalized estrone derivatives.

  DOI：

  10.1055/s-0032-1316816
• 作为产物：
  描述：

  雌酮17-乙烯缩酮 在 lithium aluminium tetrahydride 、 四甲基乙二胺 、 仲丁基锂 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 吡啶 、 环己烷 、 mineral oil 为溶剂， 反应 25.0h， 生成 trimethyl-[(8'R,9'S,13'S,14'S)-13'-methyl-3'-prop-2-enoxyspiro[1,3-dioxolane-2,17'-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene]-2'-yl]silane
  参考文献：
  名称：

  Synthetic Approaches towards 4-Functionalized Estrone Derivatives

  摘要：

  Directed ortho-lithiation of estrone carbamate followed by reaction with electrophiles afforded 2-substituted estrone derivatives. Reductive cleavage of the carbamate group followed by O-allylation and Claisen rearrangement led to new 4-functionalized estrone derivatives.

  DOI：

  10.1055/s-0032-1316816