(3aSR,4SR,5SR,6RS,7RS,7aSR)-3a,4,5,6,7,7a-hexahydro-5,6-epoxy-1H-4,7-methanoinden-1-one | 87753-43-3

• 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: (3aSR,4SR,5SR,6RS,7RS,7aSR)-3a,4,5,6,7,7a-hexahydro-5,6-epoxy-1H-4,7-methanoinden-1-one
• 英文别名: (1R,2S,6S,7S,8S,10R)-9-oxatetracyclo[5.3.1.02,6.08,10]undec-4-en-3-one
• CAS: 87753-43-3；110850-20-9
• 化学式: C₁₀H₁₀O₂
• 分子量: 162.188
• InChiKey: NPCKFNGRKBIPAB-IHJYLRNPSA-N

物化性质

• 沸点：
  305.7±31.0 °C(Predicted)
• 密度：
  1.362±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  29.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  硝基甲烷 、 (3aSR,4SR,5SR,6RS,7RS,7aSR)-3a,4,5,6,7,7a-hexahydro-5,6-epoxy-1H-4,7-methanoinden-1-one 在 四丁基氟化铵 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以79%的产率得到(3SR,3aSR,4SR,5SR,6RS,7RS,7aSR)-3-nitromethyl-perhydro-5,6-epoxy-4,7-methanoinden-1-one
  参考文献：
  名称：

  New dicyclopentadiene-based scaffolds

  摘要：

  New tricyclic and tetracyclic derivatives have been obtained from dicyclopentadiene as scaffolds for the preparation of diterpene analogues. Key functionalities with well defined spatial dispositions were placed on three different skeletons. The inaccessibility of external (and also internal) reagents to the concave face of these compounds rendered them resistant to several transformations. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.01.001
• 作为产物：
  描述：

  3a,4,7,7a-tetrahydro-1H-4,7-methanoinden-1-ol 在 bis(acetylacetonate)oxovanadium 叔丁基过氧化氢 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到(3aSR,4SR,5SR,6RS,7RS,7aSR)-3a,4,5,6,7,7a-hexahydro-5,6-epoxy-1H-4,7-methanoinden-1-one
  参考文献：
  名称：

  3,4-Epoxy-5-hydroxycyclopentene via Titanium(IV)-catalyzed photooxygenation and its pyrolysis to 2,4-pentadienoic acid.

  摘要：

  DOI：

  10.1016/s0040-4039(00)95715-0

文献信息

• Schnurpfeil, D., Journal fur praktische Chemie (Leipzig 1954), 1983, vol. 325, # 5, p. 842 - 847
  作者：Schnurpfeil, D.

  DOI：——

  日期：——
• New dicyclopentadiene-based scaffolds
  作者：Concepción Álvarez、Rafael Peláez、Manuel Medarde

  DOI：10.1016/j.tet.2007.01.001

  日期：2007.3

  New tricyclic and tetracyclic derivatives have been obtained from dicyclopentadiene as scaffolds for the preparation of diterpene analogues. Key functionalities with well defined spatial dispositions were placed on three different skeletons. The inaccessibility of external (and also internal) reagents to the concave face of these compounds rendered them resistant to several transformations. (c) 2007 Elsevier Ltd. All rights reserved.
• 3,4-Epoxy-5-hydroxycyclopentene via Titanium(IV)-catalyzed photooxygenation and its pyrolysis to 2,4-pentadienoic acid.
  作者：Waldemar Adam、Lucia Pasquato

  DOI：10.1016/s0040-4039(00)95715-0

  日期：1987.1