2,4,6,8-Tetrakis(hydroxymethyl)-9,9-dimethyl-1-propyl-2,4,6,8-tetrazabicyclo[3.3.1]nonane-3,7-dione | 1027275-85-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,4,6,8-Tetrakis(hydroxymethyl)-9,9-dimethyl-1-propyl-2,4,6,8-tetrazabicyclo[3.3.1]nonane-3,7-dione
• CAS: 1027275-85-9
• 化学式: C₁₄H₂₆N₄O₆
• 分子量: 346.384
• InChiKey: MIJKAEPDODSTFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  128
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  对苯二甲醚 、 2,4,6,8-Tetrakis(hydroxymethyl)-9,9-dimethyl-1-propyl-2,4,6,8-tetrazabicyclo[3.3.1]nonane-3,7-dione 在 硫酸 作用下， 反应 16.0h， 以210 mg的产率得到4,7-Dimethoxy-14,14-dimethyl-13-propyl-1,10,12,17-tetrazatetracyclo[11.2.2.03,8.010,15]heptadeca-3,5,7-triene-11,16-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：

  2,2-dimethyl-3-oxohexanal 在 sodium hydroxide 、 三氟乙酸 作用下， 以 水 、 甲苯 、 乙腈 为溶剂， 反应 20.0h， 生成 2,4,6,8-Tetrakis(hydroxymethyl)-9,9-dimethyl-1-propyl-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