1,5,8,12-tetraazabicyclo[10.2.2]hexadecan-13-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,5,8,12-tetraazabicyclo[10.2.2]hexadecan-13-one
• 英文别名: 1,5,8,12-Tetrazabicyclo[10.2.2]hexadecan-13-one
• 化学式: C₁₂H₂₄N₄O
• 分子量: 240.349
• InChiKey: QNPPHJJAKAFWJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  47.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4,8,11-四氮杂环十四烷 在 potassium carbonate 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 96.0h， 生成 1,5,8,12-tetraazabicyclo[10.2.2]hexadecan-13-one
  参考文献：
  名称：

  Regioselective N-Functionalization of Tetraazacycloalkanes

  摘要：

  Bisaminal type compounds obtained by condensation of pyruvic aldehyde with the suitable open-chain tetraamine followed by cyclization with either dibromoethane or dibromopropane can be regioselectively quaternized by a wide range of alkylating agents. Removal of the bisaminal bridge yields the monosubstituted tetraazamacrocycle or bismacrocycle. Further functionalization allows the preparation of bifunctional ligands or trisubstituted macrocycles. The structure of six compounds was solved by X-ray diffraction, and the unexpected results are rationalized according to the molecular modeling calculations.

  DOI：

  10.1021/jo050306u

文献信息

• Regioselective N-Functionalization of Tetraazacycloalkanes
  作者：Frédéric Boschetti、Franck Denat、Enrique Espinosa、Alain Tabard、Yves Dory、Roger Guilard

  DOI：10.1021/jo050306u

  日期：2005.9.1

  Bisaminal type compounds obtained by condensation of pyruvic aldehyde with the suitable open-chain tetraamine followed by cyclization with either dibromoethane or dibromopropane can be regioselectively quaternized by a wide range of alkylating agents. Removal of the bisaminal bridge yields the monosubstituted tetraazamacrocycle or bismacrocycle. Further functionalization allows the preparation of bifunctional ligands or trisubstituted macrocycles. The structure of six compounds was solved by X-ray diffraction, and the unexpected results are rationalized according to the molecular modeling calculations.