endo-3-[4-(2-hydroxyethyl)piperazinocarbonyl]bicyclo[2.2.1]hept-5-ene-endo-2-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: endo-3-[4-(2-hydroxyethyl)piperazinocarbonyl]bicyclo[2.2.1]hept-5-ene-endo-2-carboxylic acid
• 英文别名: (1R,2S,3R,4S)-3-[4-(2-hydroxyethyl)piperazine-1-carbonyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• 化学式: C₁₅H₂₂N₂O₄
• 分子量: 294.351
• InChiKey: ROYMUXAWZLOZIB-XQHKEYJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  81.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  endo-3-[4-(2-hydroxyethyl)piperazinocarbonyl]bicyclo[2.2.1]hept-5-ene-endo-2-carboxylic acid 在 甲酸 、 双氧水 作用下， 以 水 为溶剂， 以79%的产率得到1-(2-hydroxyethyl)-4-piperazinium exo-2-hydroxy-5-oxo-4-oxatricyclo[4.2.1.0^3,7]nonane-endo-9-carboxylate
  参考文献：
  名称：

  Products of endic anhydride reaction with cyclic amines and their heterocyclization

  摘要：

  Products of reaction between bicyclo[2.2.1]hept-5-ene-eizdo-endo-2,3-dicarboxylic anhydride (endic anhydride) and cyclic amines were obtained. By an example of one of amido acids a conformational analysis was performed and character of hydro-en bonds was studied using quantum-chemical calculations by PM3 procedure. eiido-3-(4-Antipyrylcarbomoyl)-bicyclo[2.2.1]hept-5-ene-endo-2-carboxylic acid with a secondary arnide group was converted into the corresponding carboximide which was epoxidized by performic acid.

  DOI：

  10.1134/s107042800611008x
• 作为产物：
  描述：

  N-羟乙基哌嗪 、 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 以 苯 为溶剂， 以84%的产率得到endo-3-[4-(2-hydroxyethyl)piperazinocarbonyl]bicyclo[2.2.1]hept-5-ene-endo-2-carboxylic acid
  参考文献：
  名称：

  Products of endic anhydride reaction with cyclic amines and their heterocyclization

  摘要：

  Products of reaction between bicyclo[2.2.1]hept-5-ene-eizdo-endo-2,3-dicarboxylic anhydride (endic anhydride) and cyclic amines were obtained. By an example of one of amido acids a conformational analysis was performed and character of hydro-en bonds was studied using quantum-chemical calculations by PM3 procedure. eiido-3-(4-Antipyrylcarbomoyl)-bicyclo[2.2.1]hept-5-ene-endo-2-carboxylic acid with a secondary arnide group was converted into the corresponding carboximide which was epoxidized by performic acid.

  DOI：

  10.1134/s107042800611008x

文献信息

• Products of endic anhydride reaction with cyclic amines and their heterocyclization
  作者：L. I. Kas’yan、V. A. Pal’chikov、I. N. Tarabara、O. V. Krishchik、A. O. Kas’yan、S. V. Shishkina、O. V. Shishkin

  DOI：10.1134/s107042800611008x

  日期：2006.11

  Products of reaction between bicyclo[2.2.1]hept-5-ene-eizdo-endo-2,3-dicarboxylic anhydride (endic anhydride) and cyclic amines were obtained. By an example of one of amido acids a conformational analysis was performed and character of hydro-en bonds was studied using quantum-chemical calculations by PM3 procedure. eiido-3-(4-Antipyrylcarbomoyl)-bicyclo[2.2.1]hept-5-ene-endo-2-carboxylic acid with a secondary arnide group was converted into the corresponding carboximide which was epoxidized by performic acid.