endo-3-(N,N-dibenzylcarbamoyl)bicyclo[2.2.1]-hept-5-ene-endo-2-carboxylic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: endo-3-(N,N-dibenzylcarbamoyl)bicyclo[2.2.1]-hept-5-ene-endo-2-carboxylic acid
• 英文别名: (1R,2S,3R,4S)-3-(dibenzylcarbamoyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• 化学式: C₂₃H₂₃NO₃
• 分子量: 361.441
• InChiKey: JFXTXNKTSOWFAP-MHTWAQMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  endo-3-(N,N-dibenzylcarbamoyl)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83%的产率得到dibenzylammonium exo-2-hydroxy-5-oxo-4-oxatricyclo-[4.2.1.0^3,7]nonane-endo-9-carboxylate
  参考文献：
  名称：

  Lactonation of N-alkyl-and N,N-dialkylamido acids of norbornene series in reactions with performic acid

  摘要：

  Reaction products were obtained from bicyclo[2.2.1]hept-5-ene-endo,endo-2,3-dicarboxylic (endic) acid anhydride and ammonia, methyl-, benzyl-, dimethyl-, methylbenzyl-, dibenzyl-, diethyl-, dipropyl-, diisopropyl-, and dipentylamines. The synthesized amido acids were subjected to epoxidation by organic peracids. The structure of compounds obtained was confirmed by IR, H-1 and C-13 NMR spectra, and in some instances, by X-ray diffraction analysis.

  DOI：

  10.1134/s1070428007050053
• 作为产物：
  描述：

  3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 、 二苄胺 以 苯 为溶剂， 反应 15.0h， 以69%的产率得到endo-3-(N,N-dibenzylcarbamoyl)bicyclo[2.2.1]-hept-5-ene-endo-2-carboxylic acid
  参考文献：
  名称：

  Lactonation of N-alkyl-and N,N-dialkylamido acids of norbornene series in reactions with performic acid

  摘要：

  Reaction products were obtained from bicyclo[2.2.1]hept-5-ene-endo,endo-2,3-dicarboxylic (endic) acid anhydride and ammonia, methyl-, benzyl-, dimethyl-, methylbenzyl-, dibenzyl-, diethyl-, dipropyl-, diisopropyl-, and dipentylamines. The synthesized amido acids were subjected to epoxidation by organic peracids. The structure of compounds obtained was confirmed by IR, H-1 and C-13 NMR spectra, and in some instances, by X-ray diffraction analysis.

  DOI：

  10.1134/s1070428007050053

文献信息

• Amido acids of norbornene series in reactions with sulfonyl azides
  作者：I. V. Tkachenko、I. N. Tarabara、S. V. Shishkina、O. V. Shishkin、L. I. Kas’yan

  DOI：10.1134/s1070428009080053

  日期：2009.8

  In reaction of amido acids from the norbornene series with arenesunfonyl azides alongside the expected N, N-dialkyl-5-oxo-exo-2-aryisulfonylamino-4-oxatricyclo[4.2.1.0(3,7)]nonane-endo-9-carboxamides (oxabrendanones) the formation of zwitter-ions with a structure of 5-(N,N-dialkyliminio)-exo-2-arylsulfonylamino-4-oxatricyclo[4.2.1.0(3,7)]nonane-endo-9-carboxylates came as a Surprise. The structure of compounds obtained was confirmed by the analysis of their IR and H-1 NMR spectra. The molecular structure of one among the zwitter-ions was established by XRD analysis.
• Lactonation of N-alkyl-and N,N-dialkylamido acids of norbornene series in reactions with performic acid
  作者：V. A. Pal’chikov、I. N. Tarabara、S. V. Shishkina、O. V. Shishkin、N. Yu. Kol’tsov、L. I. Kas’yan

  DOI：10.1134/s1070428007050053

  日期：2007.5

  Reaction products were obtained from bicyclo[2.2.1]hept-5-ene-endo,endo-2,3-dicarboxylic (endic) acid anhydride and ammonia, methyl-, benzyl-, dimethyl-, methylbenzyl-, dibenzyl-, diethyl-, dipropyl-, diisopropyl-, and dipentylamines. The synthesized amido acids were subjected to epoxidation by organic peracids. The structure of compounds obtained was confirmed by IR, H-1 and C-13 NMR spectra, and in some instances, by X-ray diffraction analysis.