(+/-)-3,3aβ,4,6,7,8,9-heptahydro-1,8,8-trimethyl-2H-cyclopentacyclooctene-2,5-dione | 250386-65-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-3,3aβ,4,6,7,8,9-heptahydro-1,8,8-trimethyl-2H-cyclopentacyclooctene-2,5-dione
• 英文别名: 3,5,5-Trimethyl-1,4,6,7,9,9a-hexahydrocyclopenta[8]annulene-2,8-dione
• CAS: 250386-65-3
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: CLOOEJVPURUBLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  (+/-)-3,3aβ,4,6,7,8,9-heptahydro-1,8,8-trimethyl-2H-cyclopentacyclooctene-2,5-dione 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以93%的产率得到(3aR,5aS,8aS)-1,7,7-Trimethyl-hexahydro-cyclopenta[c]pentalene-2,5-dione
  参考文献：
  名称：

  Rearrangements of Linear Triquinanes to the Angular Isomers

  摘要：

  Warming substituted linear triquinanes in t-BuOK/t-BuOH resulted in their isomerization to the corresponding angularly fused isomers in good yield (59-84%). An alternate route employs a base-catalyzed intramolecular Michael addition of bicyclo[6.3.0]undecenediones, a class of compounds found to be readily-available from 1-alkenylbicyclo[3.2.0]hepten-7-ones via a "one-pot" sequence of reactions. This method is complementary to the isomerization reaction since it provides access to angular triquinanes not readily available from their linear isomers.

  DOI：

  10.1021/jo9907686
• 作为产物：
  描述：

  在 tri-n-butylamine hydrofluoride 、 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 生成 (+/-)-3,3aβ,4,6,7,8,9-heptahydro-1,8,8-trimethyl-2H-cyclopentacyclooctene-2,5-dione
  参考文献：
  名称：

  Rearrangements of Linear Triquinanes to the Angular Isomers

  摘要：

  Warming substituted linear triquinanes in t-BuOK/t-BuOH resulted in their isomerization to the corresponding angularly fused isomers in good yield (59-84%). An alternate route employs a base-catalyzed intramolecular Michael addition of bicyclo[6.3.0]undecenediones, a class of compounds found to be readily-available from 1-alkenylbicyclo[3.2.0]hepten-7-ones via a "one-pot" sequence of reactions. This method is complementary to the isomerization reaction since it provides access to angular triquinanes not readily available from their linear isomers.

  DOI：

  10.1021/jo9907686