Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(8-methoxy-octanoyloxy)-propyl] ester | 183145-08-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(8-methoxy-octanoyloxy)-propyl] ester
• 英文别名: bis[(2S)-2-(8-methoxyoctanoyloxy)-3-phenylmethoxypropyl] dotriaconta-15,17-diynedioate
• CAS: 183145-08-6
• 化学式: C₇₀H₁₁₀O₁₂
• 分子量: 1143.64
• InChiKey: IMUFGSCGZRZSII-XDVNEXBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.3
• 重原子数：
  82
• 可旋转键数：
  61
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  142
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(8-methoxy-octanoyloxy)-propyl] ester 在 palladium on activated charcoal 四氮唑 、 氢气 、 双氧水 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 0.75h， 生成 Dotriacontanedioic acid bis-[(R)-3-[(2-bromo-ethoxy)-(2-cyano-ethoxy)-phosphoryloxy]-2-(8-methoxy-octanoyloxy)-propyl] ester
  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：

  [(2S)-2-(12-methoxydodecanoyloxy)-3-phenylmethoxypropyl] hexadec-15-ynoate 在 四甲基乙二胺 、 氧气 、 copper(l) chloride 作用下， 以 xylene 为溶剂， 反应 0.5h， 以89%的产率得到Dotriaconta-15,17-diynedioic acid bis-[(S)-3-benzyloxy-2-(8-methoxy-octanoyloxy)-propyl] ester
  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

文献信息

• Synthesis of Defective Phospholipids
  作者：Fredric M. Menger、Yue-Ling Wong

  DOI：10.1021/jo9605455

  日期：1996.1.1

  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.