2-[[2-Methyl-5-(4-tetracyclo[6.2.1.13,6.02,7]dodec-9-enyl)pent-3-yn-2-yl]oxymethyl]oxirane

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-[[2-Methyl-5-(4-tetracyclo[6.2.1.13,6.02,7]dodec-9-enyl)pent-3-yn-2-yl]oxymethyl]oxirane
• 化学式: C₂₁H₂₈O₂
• 分子量: 312.452
• InChiKey: XUIQGEMZLNRSCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  环戊二烯 、 1-(1,1-dimethyl-5-hexen-2-ynyloxy)-2,3-epoxypropane 在 对苯二酚 作用下， 以70%的产率得到2-((1S,2S,4S)-4-Bicyclo[2.2.1]hept-5-en-2-yl-1,1-dimethyl-but-2-ynyloxymethyl)-oxirane
  参考文献：
  名称：

  Diene Condensation of Cyclopentadiene with Dienophiles of Allylacetylene Series

  摘要：

  Diene condensation of cyclopentadiene with 2-substituted allylacetylenes occurs nonselectively at a double and triple bonds; therewith the dienophile activity grows in parallel with the electron-withdrawing properties of the substituent. Depending on electronic character of functional groups the reaction proceeds as ''neutral" diene synthesis. The relative activity of cyclopentadiene and 1,3-cyclohexadiene in reactions with allylacetylenes is essentially governed by the different distance between the 1,4-reactive sites in these systems.

  DOI：

  10.1023/b:rujo.0000003159.15212.50