(S,E)-2-methyl-6-(2,3,5-trimethoxy-4-methylphenyl)hept-2-en-1-ol | 1262943-77-0

• 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: (S,E)-2-methyl-6-(2,3,5-trimethoxy-4-methylphenyl)hept-2-en-1-ol
• 英文别名: (E,6S)-2-methyl-6-(2,3,5-trimethoxy-4-methylphenyl)hept-2-en-1-ol
• CAS: 1262943-77-0
• 化学式: C₁₈H₂₈O₄
• 分子量: 308.418
• InChiKey: OKHQRCBEPBQVNN-RPHSKFLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S,E)-2-methyl-6-(2,3,5-trimethoxy-4-methylphenyl)hept-2-en-1-ol 在 mercuric triflate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 (1S,4S)-5,6,8-trimethoxy-4,7-dimethyl-1-(prop-1-en-2-yl)-1,2,3,4-tetrahydronaphthalene 、 (1R,4S)-5,6,8-trimethoxy-4,7-dimethyl-1-(prop-1-en-2-yl)-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Toward the total synthesis of elisapterosin B: a Hg(OTf)2-promoted diastereoselective intramolecular Friedel–Crafts alkylation reaction

  摘要：

  As part of an approach to the synthesis of the antitubercular agent elisapterosin B, we prepared two different chiral, non-racemic olefinic substrates and examined their diastereoselective ring closure using mercury salts. The effort yielded potential precursors to elisapterosin B in good yield with good to excellent diastereocontrol. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.109
• 作为产物：
  描述：

  (S,E)-ethyl 2-methyl-6-(2,3,5-trimethoxy-4-methylphenyl)hept-2-enoate 在 二异丁基氢化铝 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以97%的产率得到(S,E)-2-methyl-6-(2,3,5-trimethoxy-4-methylphenyl)hept-2-en-1-ol
  参考文献：
  名称：

  Toward the total synthesis of elisapterosin B: a Hg(OTf)2-promoted diastereoselective intramolecular Friedel–Crafts alkylation reaction

  摘要：

  As part of an approach to the synthesis of the antitubercular agent elisapterosin B, we prepared two different chiral, non-racemic olefinic substrates and examined their diastereoselective ring closure using mercury salts. The effort yielded potential precursors to elisapterosin B in good yield with good to excellent diastereocontrol. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.109

文献信息

• Toward the total synthesis of elisapterosin B: a Hg(OTf)2-promoted diastereoselective intramolecular Friedel–Crafts alkylation reaction
  作者：Weijiang Ying、Charles L. Barnes、Michael Harmata

  DOI：10.1016/j.tetlet.2010.10.109

  日期：2011.1

  As part of an approach to the synthesis of the antitubercular agent elisapterosin B, we prepared two different chiral, non-racemic olefinic substrates and examined their diastereoselective ring closure using mercury salts. The effort yielded potential precursors to elisapterosin B in good yield with good to excellent diastereocontrol. (C) 2010 Elsevier Ltd. All rights reserved.