7α-benzyl-pregn-4-en-3,20-dione

• 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: 7α-benzyl-pregn-4-en-3,20-dione
• 英文别名: (7R,8S,9S,10R,13S,14S,17S)-17-acetyl-7-benzyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• 化学式: C₂₈H₃₆O₂
• 分子量: 404.593
• InChiKey: GTBLGDYGCVNRGY-YTCYZKMKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  黄体酮 在 2-乙基-2-甲基-1,3-二氧杂烷 、 盐酸 、 对甲苯磺酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醚 为溶剂， 反应 32.0h， 生成 7α-benzyl-pregn-4-en-3,20-dione
  参考文献：
  名称：

  Synthesis of Novel 7α-Thiol-Bridged Progesterone Derivatives

  摘要：

  Novel synthetic routes to the formation of progesterone derivatives are of interest due to their potential role in the treatment of breast cancer. This multi-step synthesis proceeds via the dehydrogenation of the endocyclic ketone moiety of the steroid, affording the resulting alpha,beta,gamma,delta-unsaturated system. This is followed by 1,6-conjugate addition of p-aminothiophenol, affording the C7 thiol-bridged progesterone analog. The resulting compound was then subjected to a selection of isocyanates affording a variety of novel progesterone derivatives for their medicinal evaluation.

  DOI：

  10.1081/scc-120016346

文献信息

• Synthesis of Novel 7α-Thiol-Bridged Progesterone Derivatives
  作者：James H. Wynne、Christopher T. Lloyd、George W. Mushrush

  DOI：10.1081/scc-120016346

  日期：2003.1.4

  Novel synthetic routes to the formation of progesterone derivatives are of interest due to their potential role in the treatment of breast cancer. This multi-step synthesis proceeds via the dehydrogenation of the endocyclic ketone moiety of the steroid, affording the resulting alpha,beta,gamma,delta-unsaturated system. This is followed by 1,6-conjugate addition of p-aminothiophenol, affording the C7 thiol-bridged progesterone analog. The resulting compound was then subjected to a selection of isocyanates affording a variety of novel progesterone derivatives for their medicinal evaluation.