1,6,15,20-Tetraoxa<7.7.1.1>paracyclophane-22,37-dicarboxylic acid dimethyl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,6,15,20-Tetraoxa<7.7.1.1>paracyclophane-22,37-dicarboxylic acid dimethyl ester
• 英文别名: 1,6,15,20-Tetraoxa[7.7.1.1]paracyclophane-22,37-dicarboxylic acid dimethyl ester；Dimethyl 12,17,24,29-tetraoxapentacyclo[28.2.2.23,6.28,11.219,22]tetraconta-1(32),3(40),4,6(39),8,10,19,21,30,33,35,37-dodecaene-10,31-dicarboxylate
• 化学式: C₄₀H₄₄O₈
• 分子量: 652.785
• InChiKey: OMEPGIBWFRGNOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  48
• 可旋转键数：
  4
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,6,15,20-Tetraoxa<7.7.1.1>paracyclophane-22,37-dicarboxylic acid dimethyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以54%的产率得到1,6,15,20-Tetraoxa<7.7.1.1>paracyclophane-22,37-dicarboxylic acid
  参考文献：
  名称：

  A Cyclophane Receptor for the Selective Complexation of Adenine Derivatives in Water

  摘要：

  A water-soluble oxacyclophane based upon p-xylylenebis[4-hydroxy-3-carboxybenez] and p-xylene units tethered trough an aliphatic chain has been synthesized. The receptor binds selectively to neutral adenine derivatives forming an intracavity 1:1 complex. The interaction energies for the complexes range from 7 to 13 kJ mol(-1) in alkaline D2O. The geometry of the complex between 1(dicarboxylate) and 9-ethyladenine has been mapped out through NMR studies and is also supported by molecular modeling and theoretical AM1 calculations.

  DOI：

  10.1021/jo00095a027
• 作为产物：
  描述：

  对苯二甲醇 在 sodium hydride 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 1,6,15,20-Tetraoxa<7.7.1.1>paracyclophane-22,37-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  A Cyclophane Receptor for the Selective Complexation of Adenine Derivatives in Water

  摘要：

  A water-soluble oxacyclophane based upon p-xylylenebis[4-hydroxy-3-carboxybenez] and p-xylene units tethered trough an aliphatic chain has been synthesized. The receptor binds selectively to neutral adenine derivatives forming an intracavity 1:1 complex. The interaction energies for the complexes range from 7 to 13 kJ mol(-1) in alkaline D2O. The geometry of the complex between 1(dicarboxylate) and 9-ethyladenine has been mapped out through NMR studies and is also supported by molecular modeling and theoretical AM1 calculations.

  DOI：

  10.1021/jo00095a027

文献信息

• A Cyclophane Receptor for the Selective Complexation of Adenine Derivatives in Water
  作者：M. Carmen Rotger、Jose F. Gonzalez、Pablo Ballester、Pere M. Deya、Antoni Costa

  DOI：10.1021/jo00095a027

  日期：1994.8

  A water-soluble oxacyclophane based upon p-xylylenebis[4-hydroxy-3-carboxybenez] and p-xylene units tethered trough an aliphatic chain has been synthesized. The receptor binds selectively to neutral adenine derivatives forming an intracavity 1:1 complex. The interaction energies for the complexes range from 7 to 13 kJ mol(-1) in alkaline D2O. The geometry of the complex between 1(dicarboxylate) and 9-ethyladenine has been mapped out through NMR studies and is also supported by molecular modeling and theoretical AM1 calculations.