[(8'S,10'S,13'S,14'S,17'R)-10',13'-dimethyl-17'-propanoylspiro[1,3-dioxolane-2,3'-2,4,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene]-17'-yl] acetate | 275799-23-0

• 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: [(8'S,10'S,13'S,14'S,17'R)-10',13'-dimethyl-17'-propanoylspiro[1,3-dioxolane-2,3'-2,4,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene]-17'-yl] acetate
• CAS: 275799-23-0
• 化学式: C₂₆H₃₆O₅
• 分子量: 428.569
• InChiKey: XRCIICMPPZZHKI-QIBRUUKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(8'S,10'S,13'S,14'S,17'R)-10',13'-dimethyl-17'-propanoylspiro[1,3-dioxolane-2,3'-2,4,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene]-17'-yl] acetate 在 potassium tert-butylate 、 氨 、 氧气 、 lithium 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 1-[(8'S,10'S,13'S,14'S,17'S)-10',13',17'-trimethylspiro[1,3-dioxolane-2,3'-2,4,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene]-17'-yl]propane-1,2-dione
  参考文献：
  名称：

  Synthesis of 10β,17α-Dimethyl-17β-(1,2-dioxopropyl)estra-5,9-diene-3-ketal

  摘要：

  The synthesis of a new progestomimetic steroid, analogous to the cetaloxopromegestone precursor of Trimegestone has been carried out in eight steps from 9 alpha-hydroxyandrost-4-ene-3,17-dione. This latter compound can be obtained from the fermentation of gamma-sitosterol, a sterol extracted from soya bean oil.

  DOI：

  10.1002/(sici)1099-0690(200004)2000:8<1521::aid-ejoc1521>3.0.co;2-f
• 作为产物：
  描述：

  (8'S,10'S,13'S,14'S,17'R)-10',13'-dimethyl-17'-trimethylsilyloxyspiro[1,3-dioxolane-2,3'-2,4,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene]-17'-carbonitrile 在 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 反应 35.0h， 生成 [(8'S,10'S,13'S,14'S,17'R)-10',13'-dimethyl-17'-propanoylspiro[1,3-dioxolane-2,3'-2,4,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene]-17'-yl] acetate
  参考文献：
  名称：

  Synthesis of 10β,17α-Dimethyl-17β-(1,2-dioxopropyl)estra-5,9-diene-3-ketal

  摘要：

  The synthesis of a new progestomimetic steroid, analogous to the cetaloxopromegestone precursor of Trimegestone has been carried out in eight steps from 9 alpha-hydroxyandrost-4-ene-3,17-dione. This latter compound can be obtained from the fermentation of gamma-sitosterol, a sterol extracted from soya bean oil.

  DOI：

  10.1002/(sici)1099-0690(200004)2000:8<1521::aid-ejoc1521>3.0.co;2-f