1-hexadecyl-2-(5'-hexenyl)-glycerol | 873842-87-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1-hexadecyl-2-(5'-hexenyl)-glycerol
• 英文别名: 3-Hexadecoxy-2-hex-5-enoxypropan-1-ol
• CAS: 873842-87-6
• 化学式: C₂₅H₅₀O₃
• 分子量: 398.67
• InChiKey: FUJLSMSRMZRFNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  28
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-hexadecyl-2-(5'-hexenyl)-glycerol 在 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 1.33h， 生成 1-(3-Dichlorophosphoryloxy-2-hex-5-enoxypropoxy)hexadecane
  参考文献：
  名称：

  [EN] IMPROVED PROCESS FOR THE PREPARATION OF OXIDIZED PHOSPHOLIPIDS
  [FR] PROCEDE AMELIORE DE PREPARATION DE PHOSPHOLIPIDES OXYDES

  摘要：

  公开号：

  WO2006006161A3
• 作为产物：
  描述：

  1-hexadecyl-2-(5'-hexenyl)-3-tritylglycerol 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 以84%的产率得到1-hexadecyl-2-(5'-hexenyl)-glycerol
  参考文献：
  名称：

  [EN] IMPROVED PROCESS FOR THE PREPARATION OF OXIDIZED PHOSPHOLIPIDS
  [FR] PROCEDE AMELIORE DE PREPARATION DE PHOSPHOLIPIDES OXYDES

  摘要：

  公开号：

  WO2006006161A3

文献信息

• Process for the preparation of oxidized phospholipids
  申请人：Halperin Gideon

  公开号：US20070112211A1

  公开（公告）日：2007-05-17

  Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorous-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates formed thereby.

  本发明揭示了一种新的合成路线，非常适用于工业制备具有治疗益处的氧化磷脂类化合物。特别是，本发明揭示了一种高效制备具有甘油骨架和一个或多个氧化基团连接到甘油骨架上的化合物的新方法，该方法不需要使用柱层析。此外，本发明还揭示了将含磷基团（如磷酸盐基团）引入具有甘油骨架和由此形成的中间体的化合物的新方法。
• PROCESS FOR THE PREPARATION OF OXIDIZED PHOSPHOLIPIDS
  申请人：Halperin Gideon

  公开号：US20120130108A1

  公开（公告）日：2012-05-24

  Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorous-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates formed thereby.

  本发明揭示了一种新型合成路线，适用于工业制备治疗有益的氧化磷脂。特别是，揭示了一种高效制备具有甘油骨架和一个或多个氧化物附着在甘油骨架上的化合物的新方法，这些方法不需要柱层析。此外，还揭示了一种引入含磷基团（如磷酸盐基团）到具有甘油骨架的化合物和由此形成的中间体的新方法。
• Process for the Preparation of Oxidized Phospholipids
  申请人：Vascular Biogenics Ltd.

  公开号：US20130158283A1

  公开（公告）日：2013-06-20

  Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorous-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates formed thereby.

  揭示了一种新的合成路线，适用于工业制备具有治疗效果的氧化磷脂类化合物。特别是，揭示了一种高效制备具有甘油骨架和一个或多个氧化基团附着在甘油骨架上的化合物的新方法，这些方法不需要使用柱层析法。此外，还揭示了一种引入含磷基团（如磷酸盐基团）到具有甘油骨架的化合物和由此形成的中间体的新方法。
• High-Purity Phospholipids
  申请人：HALPERIN Gideon

  公开号：US20130079540A1

  公开（公告）日：2013-03-28

  Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorus-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates formed thereby. Further disclosed is substantially pure 1-hexadecyl-2-(4′-carboxy)butyl-sn-glycero-3-phosphocholine (CI-201).

  本发明揭示了一种新的合成路线，非常适用于工业制备治疗上有益的氧化磷脂。特别地，本发明揭示了一种高效制备具有甘油骨架和一个或多个氧化基团附着在甘油骨架上的化合物的新方法，这些方法不需要柱层析。进一步揭示了一种引入含磷基团（如磷酸盐基团）到具有甘油骨架和由此形成的中间体的新方法。进一步揭示了几乎纯的1-十六烷基-2-(4'-羧基)丁基-sn-甘油-3-磷酸胆碱（CI-201）。
• Oxidized phospholipids
  申请人：Vascular Biogenics Ltd.

  公开号：EP2522672A1

  公开（公告）日：2012-11-14

  Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed, and the oxidized phospholipids obtainable via these routes. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorous-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates formed thereby.

  本发明公开了非常适用于工业制备对治疗有益的氧化磷脂的新型合成路线，以及可通过这些路线获得的氧化磷脂。特别是公开了高效制备具有甘油骨架和甘油骨架上连接的一个或多个氧化分子的化合物的新方法，该方法无需柱层析。此外，还公开了将含磷分子（如磷酸盐分子）引入具有甘油酯骨架的化合物以及由此形成的中间体的新方法。