methyl 4-bromo-2,5-di-(4-hexenyl-1-oxy)benzoate | 1244629-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 4-bromo-2,5-di-(4-hexenyl-1-oxy)benzoate
• 英文别名: Methyl 4-bromo-2,5-bis(hex-5-enoxy)benzoate
• CAS: 1244629-00-2
• 化学式: C₂₀H₂₇BrO₄
• 分子量: 411.336
• InChiKey: ASWYRNVQEQEOHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 4-bromo-2,5-di-(4-hexenyl-1-oxy)benzoate 在 Grubbs catalyst first generation 、 N-methylquinolinium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 以40%的产率得到methyl 17-bromo-2,13-dioxabicyclo[12.2.2]octadeca-1(17),7,14(18),15-tetraene-15-carboxylate
  参考文献：
  名称：

  Efficient Macrocyclization Achieved via Conformational Control Using Intermolecular Noncovalent π-Cation/Arene Interactions

  摘要：

  Quinolinium salt 3 is an effective additive that acts as a conformation control element (CCE) to promote macrocyclization to form rigid cyclophanes via olefin metathesis or Glaser-Hay coupling, which do not cyclize in the absence of the additive. The additives are easily synthesized and highly modifiable and have solubility profiles which allow for simple recovery via filtration.

  DOI：

  10.1021/ja106053x
• 作为产物：
  描述：

  5-己烯-1-醇 、 methyl 4-bromo-2,5-dihydroxybenzoate 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以47%的产率得到methyl 4-bromo-2,5-di-(4-hexenyl-1-oxy)benzoate
  参考文献：
  名称：

  Efficient Macrocyclization Achieved via Conformational Control Using Intermolecular Noncovalent π-Cation/Arene Interactions

  摘要：

  Quinolinium salt 3 is an effective additive that acts as a conformation control element (CCE) to promote macrocyclization to form rigid cyclophanes via olefin metathesis or Glaser-Hay coupling, which do not cyclize in the absence of the additive. The additives are easily synthesized and highly modifiable and have solubility profiles which allow for simple recovery via filtration.

  DOI：

  10.1021/ja106053x

文献信息

• Efficient Macrocyclization Achieved via Conformational Control Using Intermolecular Noncovalent π-Cation/Arene Interactions
  作者：Philippe Bolduc、Alexandre Jacques、Shawn K. Collins

  DOI：10.1021/ja106053x

  日期：2010.9.22

  Quinolinium salt 3 is an effective additive that acts as a conformation control element (CCE) to promote macrocyclization to form rigid cyclophanes via olefin metathesis or Glaser-Hay coupling, which do not cyclize in the absence of the additive. The additives are easily synthesized and highly modifiable and have solubility profiles which allow for simple recovery via filtration.