(1R,2S,3R,4S)-3-tert-Butylcarbamoyl-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1R,2S,3R,4S)-3-tert-Butylcarbamoyl-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• 英文别名: (1R,2S,3R,4S)-3-(tert-butylcarbamoyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• 化学式: C₁₃H₁₉NO₃
• 分子量: 237.299
• InChiKey: GMHPPBDWZVIPNC-RGOKHQFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,2S,3R,4S)-3-tert-Butylcarbamoyl-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 以 溶剂黄146 为溶剂， 生成 N-tert-butylbicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide
  参考文献：
  名称：

  双环[2.2.1]庚-5-烯-2,3-二芳基酰亚胺与芳族叠氮化物的反应

  摘要：

  Reactions of N-substituted bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximides with o- and p-nitrophenyl azides, as well as with p-nitrophenylsulfonyl azide and p-toluenesulfonyl azide, afforded the corresponding substituted dihydrotriazole (from aryl azides) and arylsulfonylaziridine derivatives (from sulfonyl azides). The exo orientation of the nitrogen-containing cyclic fragments (in keeping with the Alder rule) and endo orientation of the imide ring were confirmed by analysis of the IR and H-1 and C-13 NMR spectra. The molecular structure of one of the products was examined by X-ray analysis.

  DOI：

  10.1023/b:rujo.0000045191.12939.47
• 作为产物：
  描述：

  叔丁胺 、 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 以 苯 为溶剂， 生成 (1R,2S,3R,4S)-3-tert-Butylcarbamoyl-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
  参考文献：
  名称：

  双环[2.2.1]庚-5-烯-2,3-二芳基酰亚胺与芳族叠氮化物的反应

  摘要：

  Reactions of N-substituted bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximides with o- and p-nitrophenyl azides, as well as with p-nitrophenylsulfonyl azide and p-toluenesulfonyl azide, afforded the corresponding substituted dihydrotriazole (from aryl azides) and arylsulfonylaziridine derivatives (from sulfonyl azides). The exo orientation of the nitrogen-containing cyclic fragments (in keeping with the Alder rule) and endo orientation of the imide ring were confirmed by analysis of the IR and H-1 and C-13 NMR spectra. The molecular structure of one of the products was examined by X-ray analysis.

  DOI：

  10.1023/b:rujo.0000045191.12939.47