3-methyl-1,1,5,5-pentanetetracarbonitrile | 252572-05-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-methyl-1,1,5,5-pentanetetracarbonitrile
• 英文别名: 3-Methylpentane-1,1,5,5-tetracarbonitrile
• CAS: 252572-05-7
• 化学式: C₁₀H₁₀N₄
• 分子量: 186.216
• InChiKey: KUQUBTLPAQSQFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  95.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-methyl-1,1,5,5-pentanetetracarbonitrile 、 己-4-炔-3-酮 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以49%的产率得到(1RS,3RS,6RS)-10-amino-3,6,9-trimethylbicyclo[4.4.0]dec-9-en-8-one-1,5,5-tricarbonitrile
  参考文献：
  名称：

  Double Annulation Route to Fused Bicyclic Compounds with Three Contiguous Quaternary Centers

  摘要：

  Fused bicyclic and tricyclic compounds featuring two or three new C-C a bonds, two new rings, two or three new stereocenters, and three new contiguous quaternary centers can be prepared stereoselectively, atom economically, and in one synthetic operation via a cascade reaction of two nonstereogenic, readily available starting materials: a tethered bis(malononitrile) and an internal alkynone. The course of the "double annulation" changes drastically with the structure of the starting materials, alternately affording trans-decalins or cis-fused unsaturated lactones.

  DOI：

  10.1021/ol990935o
• 作为产物：
  描述：

  在 乙醇 、 氢气 作用下， 以3.29 g的产率得到3-methyl-1,1,5,5-pentanetetracarbonitrile
  参考文献：
  名称：

  Double Annulation Route to Fused Bicyclic Compounds with Three Contiguous Quaternary Centers

  摘要：

  Fused bicyclic and tricyclic compounds featuring two or three new C-C a bonds, two new rings, two or three new stereocenters, and three new contiguous quaternary centers can be prepared stereoselectively, atom economically, and in one synthetic operation via a cascade reaction of two nonstereogenic, readily available starting materials: a tethered bis(malononitrile) and an internal alkynone. The course of the "double annulation" changes drastically with the structure of the starting materials, alternately affording trans-decalins or cis-fused unsaturated lactones.

  DOI：

  10.1021/ol990935o