1-(15-iodopentadecanyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane | 850347-46-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(15-iodopentadecanyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane
• 英文别名: 1-(15-Iodopentadecyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane
• CAS: 850347-46-5
• 化学式: C₂₁H₃₉IO₃
• 分子量: 466.443
• InChiKey: TXMZUXWGXDKXMB-UHFFFAOYSA-N

物化性质

• 沸点：
  461.9±25.0 °C(Predicted)
• 密度：
  1.238±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  25
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(15-iodopentadecanyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane 在 palladium on activated charcoal 4-二甲氨基吡啶 、 lithium hydroxide 、 正丁基锂 、 氢气 、 4-甲基苯磺酸吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 正己烷 、 二氯甲烷 、 氯仿 、 甲苯 、 苯 为溶剂， 反应 258.5h， 生成 [(2R)-3-hexadecanoyloxy-2-[32-[(2S)-1-hexadecanoyloxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]propan-2-yl]oxy-32-oxodotriacontanoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
  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 、 三氟化硼乙醚 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 1-(15-iodopentadecanyl)-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