methyl ent-19-norisocopal-4,12-dien-15-oate | 135359-45-4

• 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: methyl ent-19-norisocopal-4,12-dien-15-oate
• 英文别名: methyl (1R,4aS,4bR,10aR)-2,4b,8,10a-tetramethyl-1,4,4a,5,6,7,9,10-octahydrophenanthrene-1-carboxylate
• CAS: 135359-45-4
• 化学式: C₂₀H₃₀O₂
• 分子量: 302.457
• InChiKey: GQNBUTNIABDZQX-LCLWPZTBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl ent-19-norisocopal-4,12-dien-15-oate 在 吡啶 、 lithium aluminium tetrahydride 、 sodium 、 二甲基亚砜 、 sodium chloride 作用下， 以 乙醚 为溶剂， 反应 144.5h， 生成 ent 19-norisocopal-4,12,14-triene
  参考文献：
  名称：

  Synthesis of (−) 4,8β-dimethyl testolactone from (+) O-15-methyl isoagathate

  摘要：

  The stereoselective synthesis of (-) 4,8-beta-dimethyl testolactone 18 from (+) O-15-methyl isoagathate 7 is described. The construction of ring D by stereoselective electrophilic cyclization and the appropriate funcionalization of the A-ring were carried out in a nine-step process with a good overall yield.

  DOI：

  10.1016/s0040-4020(01)87107-6
• 作为产物：
  描述：

  (+) O-15-methyl isoagathate 在 吡啶 、 碘 作用下， 以 苯 为溶剂， 反应 7.42h， 生成 methyl ent-19-norisocopal-4,12-dien-15-oate
  参考文献：
  名称：

  Synthesis of (−) 4,8β-dimethyl testolactone from (+) O-15-methyl isoagathate

  摘要：

  The stereoselective synthesis of (-) 4,8-beta-dimethyl testolactone 18 from (+) O-15-methyl isoagathate 7 is described. The construction of ring D by stereoselective electrophilic cyclization and the appropriate funcionalization of the A-ring were carried out in a nine-step process with a good overall yield.

  DOI：

  10.1016/s0040-4020(01)87107-6

文献信息

• Synthesis of (−) 4,8β-dimethyl testolactone from (+) O-15-methyl isoagathate
  作者：A.Fernández Mateos、O.Ferrero Barrueco、J. de Pascual Teresa、R.Rubio González

  DOI：10.1016/s0040-4020(01)87107-6

  日期：1991.1

  The stereoselective synthesis of (-) 4,8-beta-dimethyl testolactone 18 from (+) O-15-methyl isoagathate 7 is described. The construction of ring D by stereoselective electrophilic cyclization and the appropriate funcionalization of the A-ring were carried out in a nine-step process with a good overall yield.