10-undecyloxymethyl-3,6,9,12-tetraoxaoctacosyl 2-amino-2-deoxy-β-D-glucopyranoside | 201995-37-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 10-undecyloxymethyl-3,6,9,12-tetraoxaoctacosyl 2-amino-2-deoxy-β-D-glucopyranoside
• CAS: 201995-37-1
• 化学式: C₄₂H₈₅NO₁₀
• 分子量: 764.138
• InChiKey: VJUFBUJHMTYQFX-WITYAVRHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.23
• 重原子数：
  53.0
• 可旋转键数：
  41.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  151.32
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 10-undecyloxymethyl-3,6,9,12-tetraoxaoctacosyl 2-amino-2-deoxy-β-D-glucopyranoside 以 甲醇 、 氯仿 为溶剂， 反应 2.0h， 以63%的产率得到
  参考文献：
  名称：

  Synthesis and interfacial behavior of three homologous glycero neoglycolipids with various chain lengths

  摘要：

  Three neoglycolipids la-e derived from glycerol were synthezised and their molecular arrangements were studied at the air/water interface through Langmuir-Blodgett technique. The common structural features of these neoglycolipids are: a triethyleneglycol spacer at C-2 of glycerol, a GlcNAc hydrophilic head group at the end of the spacer, two saturated aliphatic chains at C-l and C-3 of glycerol, linked by ether bonds. Compounds la-e differ only by the length of their lipid moieties. By increasing the hydrocarbon chain length from C-11 to C-16, a densely packed state was reached in the monolayer. The compression isotherms displayed an expanded state during the whole compression for compounds la and Ic bearing two C-11 or one C-11 and one C-16 chains. Compound 1b bearing two C-16 chains displayed a quite different interfacial behavior. The transfer of these monolayers onto a solid substrate can be obtained only with a trigger molecule, a phosphatidic acid. (C) 1997 Elsevier Science Ireland Ltd.

  DOI：

  10.1016/s0009-3084(97)00076-5
• 作为产物：
  描述：

  1-chloro-10-undecyloxymethyl-3,6,9,12-tetraoxaoctacosane 在 sodium hydroxide 、 三氟甲磺酸三甲基硅酯 、 四丁基溴化铵 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 43.5h， 生成 10-undecyloxymethyl-3,6,9,12-tetraoxaoctacosyl 2-amino-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and interfacial behavior of three homologous glycero neoglycolipids with various chain lengths

  摘要：

  Three neoglycolipids la-e derived from glycerol were synthezised and their molecular arrangements were studied at the air/water interface through Langmuir-Blodgett technique. The common structural features of these neoglycolipids are: a triethyleneglycol spacer at C-2 of glycerol, a GlcNAc hydrophilic head group at the end of the spacer, two saturated aliphatic chains at C-l and C-3 of glycerol, linked by ether bonds. Compounds la-e differ only by the length of their lipid moieties. By increasing the hydrocarbon chain length from C-11 to C-16, a densely packed state was reached in the monolayer. The compression isotherms displayed an expanded state during the whole compression for compounds la and Ic bearing two C-11 or one C-11 and one C-16 chains. Compound 1b bearing two C-16 chains displayed a quite different interfacial behavior. The transfer of these monolayers onto a solid substrate can be obtained only with a trigger molecule, a phosphatidic acid. (C) 1997 Elsevier Science Ireland Ltd.

  DOI：

  10.1016/s0009-3084(97)00076-5