[4,6,8-Tris(acetyloxymethyl)-9,9-dimethyl-3,7-dioxo-2,4,6,8-tetrazabicyclo[3.3.1]nonan-2-yl]methyl acetate | 342655-91-8

• 分子结构分类: 有机化合物
• 英文名称: [4,6,8-Tris(acetyloxymethyl)-9,9-dimethyl-3,7-dioxo-2,4,6,8-tetrazabicyclo[3.3.1]nonan-2-yl]methyl acetate
• CAS: 342655-91-8
• 化学式: C₁₉H₂₈N₄O₁₀
• 分子量: 472.452
• InChiKey: FLLWSBSAOAYYOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [4,6,8-Tris(acetyloxymethyl)-9,9-dimethyl-3,7-dioxo-2,4,6,8-tetrazabicyclo[3.3.1]nonan-2-yl]methyl acetate 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以99%的产率得到2,4,6,8-Tetrakis(chloromethyl)-9,9-dimethyl-2,4,6,8-tetrazabicyclo[3.3.1]nonane-3,7-dione
  参考文献：
  名称：

  Molecular Clips Based on Propanediurea. Exceptionally High Binding Affinities for Resorcinol Guests

  摘要：

  A series of new receptor molecules derived from 2,4,6,8-tetraazabicyclo [3.3.1]nonane-3,7-dione (propanediurea) is described. These molecules possess a cavity which is defined by two nearly parallel aromatic side walls positioned on top of a bis-urea framework. The resulting "U-shaped" clip molecules are ideal hosts for the complexation of flat aromatic guest molecules. The affinity of these new propanediurea based molecular clips for dihydroxybenzene derivatives is exceptionally high, with association constants up to K-a = 2 400 000 L mol(-1). Comparison of the binding mechanism of a variety of clip and half clip hosts, in conjunction with NMR, IR, and X-ray studies, has enabled the reason for this high binding to be elucidated. It is shown that subtle sub-angstrom changes in the geometry of the clip molecules have a great impact on their binding properties.

  DOI：

  10.1021/jo001317k
• 作为产物：
  描述：

  9,9-dimethyl-2,4,6,8-tetraazabicyclo[3.3.1]nonane-3,7-dione 在 盐酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 3.5h， 生成 [4,6,8-Tris(acetyloxymethyl)-9,9-dimethyl-3,7-dioxo-2,4,6,8-tetrazabicyclo[3.3.1]nonan-2-yl]methyl acetate
  参考文献：
  名称：

  Molecular Clips Based on Propanediurea. Exceptionally High Binding Affinities for Resorcinol Guests

  摘要：

  A series of new receptor molecules derived from 2,4,6,8-tetraazabicyclo [3.3.1]nonane-3,7-dione (propanediurea) is described. These molecules possess a cavity which is defined by two nearly parallel aromatic side walls positioned on top of a bis-urea framework. The resulting "U-shaped" clip molecules are ideal hosts for the complexation of flat aromatic guest molecules. The affinity of these new propanediurea based molecular clips for dihydroxybenzene derivatives is exceptionally high, with association constants up to K-a = 2 400 000 L mol(-1). Comparison of the binding mechanism of a variety of clip and half clip hosts, in conjunction with NMR, IR, and X-ray studies, has enabled the reason for this high binding to be elucidated. It is shown that subtle sub-angstrom changes in the geometry of the clip molecules have a great impact on their binding properties.

  DOI：

  10.1021/jo001317k