[(2S)-2-hydroxy-3-phenylmethoxypropyl] hexadec-15-ynoate | 183144-92-5

• 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: [(2S)-2-hydroxy-3-phenylmethoxypropyl] hexadec-15-ynoate
• CAS: 183144-92-5
• 化学式: C₂₆H₄₀O₄
• 分子量: 416.601
• InChiKey: KDMHXZSBOQANLY-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  30
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(2S)-2-hydroxy-3-phenylmethoxypropyl] hexadec-15-ynoate 在 4-二甲氨基吡啶 、 四甲基乙二胺 、 氧气 、 N,N'-二环己基碳二亚胺 、 copper(l) chloride 作用下， 以 二氯甲烷 、 xylene 为溶剂， 反应 0.75h， 生成 bis[(2S)-2-(12-methoxydodecanoyloxy)-3-phenylmethoxypropyl] dotriaconta-15,17-diynedioate
  参考文献：
  名称：

  Synthesis of Defective Phospholipids

  摘要：

  Phospholipids have been synthesized that possess a normal 16-carbon chain plus a ''defective'' chain only 8 or 12 carbons long and terminated with methoxyl, hydroxyl, or carboxyl groups. In addition, dimeric phospholipids have been prepared in which two phospholipid units are joined at position-1 with chains of 22 or 32 carbons while unconnected chains at position-2 are, once again, short and functionalized. These phospholipids are potentially useful for constructing membranes that contain cavities or irregularities and, therefore, are capable of serving as self-assembled host systems in which drugs and other guest molecules are retained and, perhaps, eventually released.

  DOI：

  10.1021/jo9605455
• 作为产物：
  描述：

  (R)-(+)-3-苄氧基-1,2-丙二醇 、 15-十六碳炔酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以66%的产率得到[(2S)-2-hydroxy-3-phenylmethoxypropyl] hexadec-15-ynoate
  参考文献：
  名称：

  Synthesis of Defective Phospholipids

  摘要：

  Phospholipids have been synthesized that possess a normal 16-carbon chain plus a ''defective'' chain only 8 or 12 carbons long and terminated with methoxyl, hydroxyl, or carboxyl groups. In addition, dimeric phospholipids have been prepared in which two phospholipid units are joined at position-1 with chains of 22 or 32 carbons while unconnected chains at position-2 are, once again, short and functionalized. These phospholipids are potentially useful for constructing membranes that contain cavities or irregularities and, therefore, are capable of serving as self-assembled host systems in which drugs and other guest molecules are retained and, perhaps, eventually released.

  DOI：

  10.1021/jo9605455