3,12-dioxaheptacyclo<12.2.2.2^6,9.0^2,13.0^4,16.0^5,10.0^11,15>-7-eicosene | 220336-12-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 3,12-dioxaheptacyclo<12.2.2.2^6,9.0^2,13.0^4,16.0^5,10.0^11,15>-7-eicosene
• CAS: 220336-12-9
• 化学式: C₁₈H₂₂O₂
• 分子量: 270.371
• InChiKey: CSTZEDHSQZBHOL-GGMCMUDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  20.0
• 可旋转键数：
  0.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3,12-dioxaheptacyclo<12.2.2.2^6,9.0^2,13.0^4,16.0^5,10.0^11,15>-7-eicosene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以95%的产率得到3,8,13-trioxaoctacyclo<13.2.2.2^6,10.0^2,14.0^4,17.0^5,11.0^7,9.0^12,16>uneicosane
  参考文献：
  名称：

  Synthesis of Dioxa-Cages as a New Probe for the Stereochemistry of the Bisadducts ofp-Quinone with Cyclopentadiene and Cyclohexadiene

  摘要：

  AbstractThe synthesis of dioxa‐cages via iodine‐induced cyclization reaction can be used as a new method for the determination of the stereochemistry of the bisadducts of p‐quinone with cyclopentadiene and cyclohexadiene. The bisadducts 2 and 8 were converted into the dioxa‐cages 13a and 13b via a three‐step sequence, respectively. The stereochemistry of 13a and 13b was determined on the basis of NOE experiments.

  DOI：

  10.1002/jccs.199800120
• 作为产物：
  描述：

  endo-tricyclo[6.2.2.0^2,7]dodeca-4,9-diene-3,6-dione 在 sodium tetrahydroborate 、 碘 、 potassium hydride 、 potassium iodide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 苯 为溶剂， 反应 62.0h， 生成 3,12-dioxaheptacyclo<12.2.2.2^6,9.0^2,13.0^4,16.0^5,10.0^11,15>-7-eicosene
  参考文献：
  名称：

  Synthesis of Dioxa-Cages as a New Probe for the Stereochemistry of the Bisadducts ofp-Quinone with Cyclopentadiene and Cyclohexadiene

  摘要：

  AbstractThe synthesis of dioxa‐cages via iodine‐induced cyclization reaction can be used as a new method for the determination of the stereochemistry of the bisadducts of p‐quinone with cyclopentadiene and cyclohexadiene. The bisadducts 2 and 8 were converted into the dioxa‐cages 13a and 13b via a three‐step sequence, respectively. The stereochemistry of 13a and 13b was determined on the basis of NOE experiments.

  DOI：

  10.1002/jccs.199800120