13-methyl-13,16-dihydro-12H-cyclopenta[a]phenanthrene-11,17-dione | 911652-22-7

• 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: 13-methyl-13,16-dihydro-12H-cyclopenta[a]phenanthrene-11,17-dione
• 英文别名: 13-Methyl-12,16-dihydrocyclopenta[a]phenanthrene-11,17-dione
• CAS: 911652-22-7
• 化学式: C₁₈H₁₄O₂
• 分子量: 262.308
• InChiKey: MVVQGJOFRWKYNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  13-methyl-13,16-dihydro-12H-cyclopenta[a]phenanthrene-11,17-dione 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 2.5h， 以57%的产率得到rac-3-desoxyequilenin
  参考文献：
  名称：

  A Gold-Catalyzed Domino Process to the Steroid Framework

  摘要：

  The facile formation of the B and C ring of rac-desoxyequilenin and of a chrysenone derivative in just one preparative step is demonstrated, applying a gold-catalyzed domino process, which involves a benzopyrylium cation as the key intermediate and an intramolecular [3+2] cycloaddition as the key step.

  DOI：

  10.1021/jo060606r
• 作为产物：
  描述：

  14-hydroxy-13-methyl-13,14,15,16-tetrahydro-12H-cyclopenta[a]phenanthrene-11,17-dione 在 potassium hydrogensulfate 、 乙酸酐 作用下， 反应 1.0h， 以71%的产率得到13-methyl-13,16-dihydro-12H-cyclopenta[a]phenanthrene-11,17-dione
  参考文献：
  名称：

  A Gold-Catalyzed Domino Process to the Steroid Framework

  摘要：

  The facile formation of the B and C ring of rac-desoxyequilenin and of a chrysenone derivative in just one preparative step is demonstrated, applying a gold-catalyzed domino process, which involves a benzopyrylium cation as the key intermediate and an intramolecular [3+2] cycloaddition as the key step.

  DOI：

  10.1021/jo060606r

文献信息

• A Gold-Catalyzed Domino Process to the Steroid Framework
  作者：Dirk Hildebrandt、Gerald Dyker

  DOI：10.1021/jo060606r

  日期：2006.9.1

  The facile formation of the B and C ring of rac-desoxyequilenin and of a chrysenone derivative in just one preparative step is demonstrated, applying a gold-catalyzed domino process, which involves a benzopyrylium cation as the key intermediate and an intramolecular [3+2] cycloaddition as the key step.