2,4-dimethyl-6-{(1R,2R,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 | 1610608-00-8

• 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: 2,4-dimethyl-6-{(1R,2R,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
• 英文别名: 2,4-Dimethyl-6-{(1r,2r,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；[2,4-dimethyl-6-[(1R,2R,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]phenyl] (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
• CAS: 1610608-00-8
• 化学式: C₂₈H₃₈O₄
• 分子量: 438.607
• InChiKey: HQTTUIHZOGUQNJ-QDGLYOHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,4-dimethyl-6-{(1R,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl}phenol 、 (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 2.0h， 以91%的产率得到2,4-dimethyl-6-{(1R,2R,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：

  Alkylation of 2,4-dimethylphenol with (+)-α- and (−)-β-pinenes in the presence of aluminum xylenolate

  摘要：

  Alkylation of 2,4-dimethylphenol with (+)-alpha- and (-)-beta-pinenes in the presence of aluminum 2,4-dimethylphenoxide generated in situ led to the formation of mixtures of products, from which optically active compounds were isolated. The structure of 2-bornyl-4,6-dimethylphenol was determined by X-ray analysis; its (+)- and (-)-enantiomers were assigned (1R,2R,4S) and (1S,2S,4R) configurations, respectively.

  DOI：

  10.1134/s1070428014040241