11-methylidene-estra-1,3,5(10),8,14-pentaen-17-one | 133545-95-6

• 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: 11-methylidene-estra-1,3,5(10),8,14-pentaen-17-one
• 英文别名: 13-Methyl-11-methylene-6,7,12,16-tetrahydro-cyclopenta[a]phenanthren-17-one；13-methyl-11-methylidene-6,7,12,16-tetrahydrocyclopenta[a]phenanthren-17-one
• CAS: 133545-95-6
• 化学式: C₁₉H₁₈O
• 分子量: 262.351
• InChiKey: BLUPOIDXFMIWAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-<2-(3,4-dihydronaphthalen-1-yl)prop-2-ene-1-yl>-2-methylcyclopentane-1,3-dione 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以2%的产率得到11-methyl-estra-1,3,5(10),8(14),9(11),15-hexaen-17-one
  参考文献：
  名称：

  Use of the carbopalladation of 1,2-propadiene in a two step synthesis of steroids

  摘要：

  The palladium-catalyzed reaction of 1,2-propadiene, the enol triflate of an alpha-tetralone and the enolate of 2-methyl-1,3-cyclopentanedione leads to compounds such as 1a which are transformed under acidic conditions to steroidal trienones. This approach to the steroid skeleton is presently limited to compounds having an aromatic A-ring.

  DOI：

  10.1016/s0040-4039(00)92119-1

文献信息

• Use of the carbopalladation of 1,2-propadiene in a two step synthesis of steroids
  作者：Véronique Gauthier、Bernard Cazes、Jacques Gore

  DOI：10.1016/s0040-4039(00)92119-1

  日期：1991.2

  The palladium-catalyzed reaction of 1,2-propadiene, the enol triflate of an alpha-tetralone and the enolate of 2-methyl-1,3-cyclopentanedione leads to compounds such as 1a which are transformed under acidic conditions to steroidal trienones. This approach to the steroid skeleton is presently limited to compounds having an aromatic A-ring.
• Gauthier, Veronique; Gazes, Bernard; Gore, Jacques, Bulletin de la Societe Chimique de France, 1996, vol. 133, # 6, p. 563 - 579
  作者：Gauthier, Veronique、Gazes, Bernard、Gore, Jacques

  DOI：——

  日期：——