2-[2-[2-[2-[2-[2-(Trifluoromethylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl trifluoromethanesulfonate | 1027208-81-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2-[2-[2-[2-[2-[2-(Trifluoromethylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl trifluoromethanesulfonate
• CAS: 1027208-81-6
• 化学式: C₁₄H₂₄F₆O₁₁S₂
• 分子量: 546.46
• InChiKey: WWALYLXLSNJTHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  33
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  2-[2-[2-[2-[2-[2-(Trifluoromethylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl trifluoromethanesulfonate 在 四(三苯基膦)钯 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 21-Methylidene-5,8,11,14,17-pentaoxabicyclo[20.2.2]hexacosa-1(24),22,25-triene
  参考文献：
  名称：

  Synthesis of Polyether Exomethylene Paracyclophanes via an Intramolecular Pd-Catalyzed Bis-Enyne Benzannulation Protocol

  摘要：

  Several novel crownlike exomethylene paracyclophanes were efficiently synthesized via an intramolecular palladium-catalyzed benzannulation of conjugated bis-enynes. A method for the efficient synthesis of bis-enynes 8, bearing an oligo(oxyethylene) linkage, was developed by utilizing a two-step procedure from commercially available and inexpensive ethylene glycols. A remarkable complete reversal of reactivity of ambident dilithiated nucleophile 4 toward triflate 7 in the presence of 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) was found.

  DOI：

  10.1021/jo9717705
• 作为产物：
  描述：

  六甘醇 、 三氟甲磺酸酐 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 2-[2-[2-[2-[2-[2-(Trifluoromethylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl trifluoromethanesulfonate
  参考文献：
  名称：

  Synthesis of Polyether Exomethylene Paracyclophanes via an Intramolecular Pd-Catalyzed Bis-Enyne Benzannulation Protocol

  摘要：

  Several novel crownlike exomethylene paracyclophanes were efficiently synthesized via an intramolecular palladium-catalyzed benzannulation of conjugated bis-enynes. A method for the efficient synthesis of bis-enynes 8, bearing an oligo(oxyethylene) linkage, was developed by utilizing a two-step procedure from commercially available and inexpensive ethylene glycols. A remarkable complete reversal of reactivity of ambident dilithiated nucleophile 4 toward triflate 7 in the presence of 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) was found.

  DOI：

  10.1021/jo9717705

文献信息

• Synthesis of Polyether Exomethylene Paracyclophanes via an Intramolecular Pd-Catalyzed Bis-Enyne Benzannulation Protocol
  作者：Douglas Weibel、Vladimir Gevorgyan、Yoshinori Yamamoto

  DOI：10.1021/jo9717705

  日期：1998.2.1

  Several novel crownlike exomethylene paracyclophanes were efficiently synthesized via an intramolecular palladium-catalyzed benzannulation of conjugated bis-enynes. A method for the efficient synthesis of bis-enynes 8, bearing an oligo(oxyethylene) linkage, was developed by utilizing a two-step procedure from commercially available and inexpensive ethylene glycols. A remarkable complete reversal of reactivity of ambident dilithiated nucleophile 4 toward triflate 7 in the presence of 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) was found.