3,7-dimethyl-6-ethoxycarbonylocta-2E,7-dien-1-ol | 130627-79-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3,7-dimethyl-6-ethoxycarbonylocta-2E,7-dien-1-ol
• 英文别名: ethyl [(6E)-8-hydroxy-2,6-dimethylocta-1,6-dien-3-yl] carbonate
• CAS: 130627-79-1
• 化学式: C₁₃H₂₂O₄
• 分子量: 242.315
• InChiKey: PIBJMNKALVTTDE-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.82
• 重原子数：
  17.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,7-dimethyl-6-ethoxycarbonylocta-2E,7-dien-1-ol 在 三氟化硼乙醚 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以47%的产率得到2β,4α-dimethyl-4β-vinylcyclohexane-1α,2α-diol cyclocarbonate
  参考文献：
  名称：

  Electrophilic cyclization of ?-series monoterpene ?-derivatives

  摘要：

  New information is discussed concerning the protic and Lewis acid-initiated electrophilic cyclization reaction of alpha-monoterpenols and their acetates; the distinguishing feature of these reactions is their termination by isopropenyl residues in these molecules. The reactions have been found to be general in nature, given additional functionalization of the terminator by chloro-, sulfonyl, sulfonylmethyl, or ester substituents. Cyclization of these linear substrates has also been shown to provide a convenient method for the synthesis of dimethylvinylcyclohexene derivatives and related cyclohexanediols, which are not readily available by other methods.

  DOI：

  10.1007/bf00962388
• 作为产物：
  描述：

  3-hydroxy-2,6-dimethyl-8-tetrahydropyranyloxy-1,6(E)-octadiene 在 4-二甲氨基吡啶 吡啶 、 4-甲基苯磺酸吡啶 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 8.0h， 生成 3,7-dimethyl-6-ethoxycarbonylocta-2E,7-dien-1-ol
  参考文献：
  名称：

  Electrophilic cyclization of ?-series monoterpene ?-derivatives

  摘要：

  New information is discussed concerning the protic and Lewis acid-initiated electrophilic cyclization reaction of alpha-monoterpenols and their acetates; the distinguishing feature of these reactions is their termination by isopropenyl residues in these molecules. The reactions have been found to be general in nature, given additional functionalization of the terminator by chloro-, sulfonyl, sulfonylmethyl, or ester substituents. Cyclization of these linear substrates has also been shown to provide a convenient method for the synthesis of dimethylvinylcyclohexene derivatives and related cyclohexanediols, which are not readily available by other methods.

  DOI：

  10.1007/bf00962388

文献信息

• MOISEENKOV, A. M.;DRAGAN, V. A.;VESELOVSKIJ, V. V.;CHESKIS, B. A.;SHPIRO,+, IZV. AN CCCP. CEP. XIM.,(1990) N, S. 1361-1367
  作者：MOISEENKOV, A. M.、DRAGAN, V. A.、VESELOVSKIJ, V. V.、CHESKIS, B. A.、SHPIRO,+

  DOI：——

  日期：——
• Electrophilic cyclization of ?-series monoterpene ?-derivatives
  作者：A. M. Moiseenkov、V. A. Dragan、V. V. Veselovskii、B. A. Cheskis、N. A. Shpiro、A. S. Shashkov

  DOI：10.1007/bf00962388

  日期：1990.6

  New information is discussed concerning the protic and Lewis acid-initiated electrophilic cyclization reaction of alpha-monoterpenols and their acetates; the distinguishing feature of these reactions is their termination by isopropenyl residues in these molecules. The reactions have been found to be general in nature, given additional functionalization of the terminator by chloro-, sulfonyl, sulfonylmethyl, or ester substituents. Cyclization of these linear substrates has also been shown to provide a convenient method for the synthesis of dimethylvinylcyclohexene derivatives and related cyclohexanediols, which are not readily available by other methods.