(+)-[4-methyl-6-(2-methylprop-1-enyl)cyclohexa-1,3-dien-1-yl]methanol | 591208-25-2

• 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: (+)-[4-methyl-6-(2-methylprop-1-enyl)cyclohexa-1,3-dien-1-yl]methanol
• 英文别名: [(6S)-4-methyl-6-(2-methylprop-1-enyl)cyclohexa-1,3-dien-1-yl]methanol
• CAS: 591208-25-2
• 化学式: C₁₂H₁₈O
• 分子量: 178.274
• InChiKey: YYQNTUCVCWQWIL-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 (+)-[4-methyl-6-(2-methylprop-1-enyl)cyclohexa-1,3-dien-1-yl]methanol 在 吡啶 作用下， 以 四氯化碳 为溶剂， 反应 24.0h， 生成 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-4-methyl-6-(2-methyl-propenyl)-cyclohexa-1,3-dienylmethyl ester
  参考文献：
  名称：

  摘要：

  Two new methods for the determination of the absolute configuration of methyl 4-methyl-6-(2-methylprop-1-enyl)cyclohexa-1,3-dienecarboxylate are proposed, and the configurations attributed previously to its (+)- and (-)-enantiometers are confirmed. Chiral methyl carboxylate is converted into the corresponding alcohol whose configuration is deduced from either the rate of hydrolysis of the respective racemic acetate in the presence of pancreatic lipase (method I) or from the difference between the Eu(fod)(3)-induced shifts of the MeO signals in the H-1 NMR spectra of the diastereomeric esters of S- or R-Mosher's acid (method 2).

  DOI：

  10.1023/a:1023987613185
• 作为产物：
  描述：

  methyl (S)-(+)-4-methyl-6-(2-methylprop-1-enyl)cyclohexa-1,3-dienecarboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.25h， 生成 (+)-[4-methyl-6-(2-methylprop-1-enyl)cyclohexa-1,3-dien-1-yl]methanol
  参考文献：
  名称：

  摘要：

  Two new methods for the determination of the absolute configuration of methyl 4-methyl-6-(2-methylprop-1-enyl)cyclohexa-1,3-dienecarboxylate are proposed, and the configurations attributed previously to its (+)- and (-)-enantiometers are confirmed. Chiral methyl carboxylate is converted into the corresponding alcohol whose configuration is deduced from either the rate of hydrolysis of the respective racemic acetate in the presence of pancreatic lipase (method I) or from the difference between the Eu(fod)(3)-induced shifts of the MeO signals in the H-1 NMR spectra of the diastereomeric esters of S- or R-Mosher's acid (method 2).

  DOI：

  10.1023/a:1023987613185