4-(2-(2-(2-(3-butylureido)-7-(cyclohexylmethyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)acetoxy)ethoxy)-4-oxobutanoic acid | 1343496-03-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: 4-(2-(2-(2-(3-butylureido)-7-(cyclohexylmethyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)acetoxy)ethoxy)-4-oxobutanoic acid
• CAS: 1343496-03-6
• 化学式: C₂₆H₃₇N₅O₈
• 分子量: 547.608
• InChiKey: BWWNMDALDBAFBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.72
• 重原子数：
  39.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  181.71
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  甲基丙烯酸羟乙酯 、 4-(2-(2-(2-(3-butylureido)-7-(cyclohexylmethyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)acetoxy)ethoxy)-4-oxobutanoic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以87%的产率得到2-(2-(2-(3-butylureido)-7-(cyclohexylmethyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)acetoxy)ethyl (2-(methacryloyloxy)ethyl) succinate
  参考文献：
  名称：

  Synthesis of a Redox-Responsive Quadruple Hydrogen-Bonding Unit for Applications in Supramolecular Chemistry

  摘要：

  A redox-responsive quadruple hydrogen-bonding module (eDAN) has been developed. The strong binding between the reduced form and its partner (DeUG) can be significantly decreased upon oxidation but restored upon subsequent reduction. This on-off switch was successfully applied to provide reversible control of macroscopic supramolecular polymer networks.

  DOI：

  10.1021/ja2069278
• 作为产物：
  描述：

  [2-(3-butylureido)-7-cyclohexanemethyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl]-acetic acid 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.34h， 生成 4-(2-(2-(2-(3-butylureido)-7-(cyclohexylmethyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)acetoxy)ethoxy)-4-oxobutanoic acid
  参考文献：
  名称：

  Synthesis of a Redox-Responsive Quadruple Hydrogen-Bonding Unit for Applications in Supramolecular Chemistry

  摘要：

  A redox-responsive quadruple hydrogen-bonding module (eDAN) has been developed. The strong binding between the reduced form and its partner (DeUG) can be significantly decreased upon oxidation but restored upon subsequent reduction. This on-off switch was successfully applied to provide reversible control of macroscopic supramolecular polymer networks.

  DOI：

  10.1021/ja2069278