4,5,6,7,8,11,12,15,16-nona(methoxycarbonyl)octacyclo[7.7.0.0^2,7.0^3,13.0^4,6.0^5,12.0^8.11.0^10.14]hexadec-15-ene | 1447924-03-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4,5,6,7,8,11,12,15,16-nona(methoxycarbonyl)octacyclo[7.7.0.0^2,7.0^3,13.0^4,6.0^5,12.0^8.11.0^10.14]hexadec-15-ene
• CAS: 1447924-03-9
• 化学式: C₃₄H₃₄O₁₈
• 分子量: 730.633
• InChiKey: QSYLOQVIIWNRNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.83
• 重原子数：
  52.0
• 可旋转键数：
  9.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  236.7
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为产物：
  描述：

  1,2,3,4,5,6,7-(heptamethoxycarbonyl)cyclohepta-2,4,6-trien-1-yl potassium 以 邻二氯苯 、 乙腈 为溶剂， 反应 32.0h， 生成 4,5,6,7,8,11,12,15,16-nona(methoxycarbonyl)octacyclo[7.7.0.0^2,7.0^3,13.0^4,6.0^5,12.0^8.11.0^10.14]hexadec-15-ene
  参考文献：
  名称：

  Reaction of 1,2,3,4,5,6,7-(heptamethoxycarbonyl)cyclohepta-2,4,6-trien-1-yl potassium with tropylium tetrafluoroborate to form cage structures

  摘要：

  A new original route to the construction of cage structures containing seven or more electron-withdrawing groups in a molecule was elaborated. This method is based on the reaction of a tropylium cation with a cycloheptatrienyl anion totally substituted with methoxycarbonyl groups. After the formation of a C-C bond between two different seven-membered carbocycles, some further transformations take place to give 2,3,4,5,6,7,8-hepta(methoxycarbonyl)pentacyclo[7.5.0.0(2.4).0(3.8).0(5.14)]tetradeca-7,10,12-triene (6). Low temperature NMR experiments for the formation of this compound and some of its reactions were also studied. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.033