1-[(30-benzyloxycarbonyl)hentriacont-15-en-1-yl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane | 850347-50-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[(30-benzyloxycarbonyl)hentriacont-15-en-1-yl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane
• 英文别名: benzyl (Z)-31-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)hentriacont-16-enoate
• CAS: 850347-50-1
• 化学式: C₄₄H₇₄O₅
• 分子量: 683.069
• InChiKey: PJDUJEGXVFCOSY-IHWYPQMZSA-N

物化性质

• 沸点：
  696.8±40.0 °C(Predicted)
• 密度：
  0.981±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.6
• 重原子数：
  49
• 可旋转键数：
  33
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[(30-benzyloxycarbonyl)hentriacont-15-en-1-yl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 生成 32-[3-Hydroxy-2-(hydroxymethyl)-2-methylpropoxy]-32-oxodotriacontanoic acid
  参考文献：
  名称：

  Design and Synthesis of Asymmetric Acyclic Phospholipid Bolaamphiphiles

  摘要：

  A synthetic route was devised for the generation of asymmetric lipid bolaamphiphiles through the sequential esterification of an alkyldioic acid, bearing distinct terminal protecting groups, with propanylamine and lyso-phosphatidylcholine headgroups. Bolaamphiphile self-assembly was investigated in solvent mixes of varying polarity by nuclear magnetic resonance (NMR) and Fourier transform-infrared (FT-IR) spectroscopy, as well as in water by cryo-high-resolution scanning electron microscopy (cryo-HRSEM). We anticipate that asymmetric lipid bolaamphiphiles will provide facile building blocks for engineering a variety of unique membrane-mimetic structures.

  DOI：

  10.1021/jo048167o
• 作为产物：
  描述：

  16-iodohexadecanoic acid 在 4-二甲氨基吡啶 、 正丁基锂 、 碳酸氢钠 、 二甲基亚砜 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 20.67h， 生成 1-[(30-benzyloxycarbonyl)hentriacont-15-en-1-yl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane
  参考文献：
  名称：

  Design and Synthesis of Asymmetric Acyclic Phospholipid Bolaamphiphiles

  摘要：

  A synthetic route was devised for the generation of asymmetric lipid bolaamphiphiles through the sequential esterification of an alkyldioic acid, bearing distinct terminal protecting groups, with propanylamine and lyso-phosphatidylcholine headgroups. Bolaamphiphile self-assembly was investigated in solvent mixes of varying polarity by nuclear magnetic resonance (NMR) and Fourier transform-infrared (FT-IR) spectroscopy, as well as in water by cryo-high-resolution scanning electron microscopy (cryo-HRSEM). We anticipate that asymmetric lipid bolaamphiphiles will provide facile building blocks for engineering a variety of unique membrane-mimetic structures.

  DOI：

  10.1021/jo048167o

文献信息

• Design and Synthesis of Asymmetric Acyclic Phospholipid Bolaamphiphiles
  作者：Toshitsugu Kai、Xue-Long Sun、Keith M. Faucher、Robert P. Apkarian、Elliot L. Chaikof

  DOI：10.1021/jo048167o

  日期：2005.4.1

  A synthetic route was devised for the generation of asymmetric lipid bolaamphiphiles through the sequential esterification of an alkyldioic acid, bearing distinct terminal protecting groups, with propanylamine and lyso-phosphatidylcholine headgroups. Bolaamphiphile self-assembly was investigated in solvent mixes of varying polarity by nuclear magnetic resonance (NMR) and Fourier transform-infrared (FT-IR) spectroscopy, as well as in water by cryo-high-resolution scanning electron microscopy (cryo-HRSEM). We anticipate that asymmetric lipid bolaamphiphiles will provide facile building blocks for engineering a variety of unique membrane-mimetic structures.