2-((1S,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)phenyl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate | 1380095-63-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-((1S,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)phenyl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
• CAS: 1380095-63-5
• 化学式: C₂₆H₃₄O₄
• 分子量: 410.554
• InChiKey: GGZVQTAUYXAVKK-ZAAHYIAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.64
• 重原子数：
  30.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-((1S,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)phenyl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate 在 水 、 potassium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以95%的产率得到2-((1S,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)phenol
  参考文献：
  名称：

  Separation of racemic ortho-isobornylphenol into enantiomers and evaluation of their antioxidant activity

  摘要：

  Racemic ortho-isobornylphenol was separated into enantiomers through diastereomeric camphanates. The absolute configuration of chiral centers of the isolated products was determined by X-ray studies. Antioxidant activity and membrane-protective properties of the enantiomers were studied on the model of H2O2-induced hemolysis of erythrocytes.

  DOI：

  10.1134/s1068162011050049
• 作为产物：
  描述：

  2-isobornylphenol 、 (1S)-(-)-莰烷酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以23%的产率得到2-((1R,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)phenyl (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
  参考文献：
  名称：

  Separation of racemic ortho-isobornylphenol into enantiomers and evaluation of their antioxidant activity

  摘要：

  Racemic ortho-isobornylphenol was separated into enantiomers through diastereomeric camphanates. The absolute configuration of chiral centers of the isolated products was determined by X-ray studies. Antioxidant activity and membrane-protective properties of the enantiomers were studied on the model of H2O2-induced hemolysis of erythrocytes.

  DOI：

  10.1134/s1068162011050049