5-endo-hydroxy-3-exo-p-toluoyl-bicyclo[2.2.1]heptane-2-endo-carboxylic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-endo-hydroxy-3-exo-p-toluoyl-bicyclo[2.2.1]heptane-2-endo-carboxylic acid
• 英文别名: (1R,2S,3S,4R,5R)-5-hydroxy-3-(4-methylbenzoyl)bicyclo[2.2.1]heptane-2-carboxylic acid
• 化学式: C₁₆H₁₈O₄
• 分子量: 274.317
• InChiKey: QYGZHIRFDRRDHO-BJJPWKGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以75%的产率得到5-endo-hydroxy-3-exo-p-toluoyl-bicyclo[2.2.1]heptane-2-endo-carboxylic acid
  参考文献：
  名称：

  Preparation of Hydroxy-Substituted Hexahydrophthalazinones from Cyclohexane- and Norbornanelactones or Ketallactones

  摘要：

  Cyclohexane- and norbornanelactones (1, 5) as well as ketallactones (3, 7) and their hydrolytic products (2, 4a,b, 8) react with hydrazine hydrate to yield the hydroxy-substituted hexahydrophthalazinones 9-12. In the cyclizations, the configurations of the bridgehead atoms remain unaltered, and the hydroxy group retains its original position in the hydrazinolysis of 5 and 7. The compounds were characterized by IR, (1)H, and (13)C NMR spectroscopy.

  DOI：

  10.1007/s007060200001

表征谱图