| 1452161-58-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• CAS: 1452161-58-8
• 化学式: C₉H₁₈O₅
• 分子量: 206.239
• InChiKey: VHFWZMNSIOBXNQ-BDAKNGLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.08
• 重原子数：
  14.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  79.15
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 4-二甲氨基吡啶 、 三氟化硼乙醚 、 四丁基氟化铵 、 sodium hydride 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 为溶剂， 反应 56.0h， 生成 (7S,11R)-7,11-bis(phenylmethoxy)-1,5,9-trioxacyclododecan-3-ol
  参考文献：
  名称：

  Short and Stereocontrolled Cyclic Polyglycerols Synthesis Using BF3·OEt2 Mediated Intramolecular Epoxide-Opening Reaction

  摘要：

  We developed a new method for the stereocontrolled synthesis of cyclic oligoglycerols. Optically pure solketal and epichlorohydrin were coupled with allyl alcohol under aqueous basic conditions to construct a linear triglycerol skeleton. After subsequent steps, the epoxy alcohol (7) obtained was treated with a catalytic amount of BF3 center dot OEt2 in CH2Cl2 to produce in a high yield of the desired cyclic triglycerol through a regioselective, intramolecular epoxide ring-opening reaction.

  DOI：

  10.3987/com-12-s(n)67
• 作为产物：
  描述：

  (2S,6S)-1,2-O-isopropylidene-4,8-dioxaundeca-10-en-6-ol 在 水 、 溶剂黄146 作用下， 反应 7.0h， 以100%的产率得到
  参考文献：
  名称：

  Short and Stereocontrolled Cyclic Polyglycerols Synthesis Using BF3·OEt2 Mediated Intramolecular Epoxide-Opening Reaction

  摘要：

  We developed a new method for the stereocontrolled synthesis of cyclic oligoglycerols. Optically pure solketal and epichlorohydrin were coupled with allyl alcohol under aqueous basic conditions to construct a linear triglycerol skeleton. After subsequent steps, the epoxy alcohol (7) obtained was treated with a catalytic amount of BF3 center dot OEt2 in CH2Cl2 to produce in a high yield of the desired cyclic triglycerol through a regioselective, intramolecular epoxide ring-opening reaction.

  DOI：

  10.3987/com-12-s(n)67