Acetic acid (5S,8S,9S,10S,13S,14S,17S)-1,2-dichloro-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester | 145438-10-4

• 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: Acetic acid (5S,8S,9S,10S,13S,14S,17S)-1,2-dichloro-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester
• CAS: 145438-10-4
• 化学式: C₂₁H₃₀Cl₂O₃
• 分子量: 401.373
• InChiKey: ZJJBLGBSTYIHDU-ZYGSYYCJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  26.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  Acetic acid (1S,2S,5S,8S,9S,10S,13S,14S,17S)-10,13-dimethyl-3-oxo-hexadecahydro-20-oxa-cyclopropa[1,2]cyclopenta[a]phenanthren-17-yl ester 在 盐酸 作用下， 反应 24.0h， 以11%的产率得到Acetic acid (5S,8S,9S,10S,13S,14S,17S)-1,2-dichloro-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester
  参考文献：
  名称：

  Selektive Addition von gasf�rmigem Chlorwasserstoff an kristalline Epoxide und Steroid-Epoxide

  摘要：

  Solid epoxides add gaseous HCl or HBr regioselectively and without melting, if the melting points are sufficiently high. Such additions proceed diastereoselectively with chiral epoxides. These gas/solid reactions are compared to similar transformations in solution. One observes interesting reaction sequences in the conversions of steroidal epoxides. Thus, the opening of the epoxide ring may be followed by cationic rearrangements, or it occurs elimination of water, if it creates conjugation to a carbonyl group.

  DOI：

  10.1002/prac.19923340503