10-undecyloxymethyl-3,6,9,12-tetraoxatricosyl 2-amino-2-deoxy-β-D-glucopyranoside | 201995-35-9

• 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-tetraoxatricosyl 2-amino-2-deoxy-β-D-glucopyranoside
• CAS: 201995-35-9
• 化学式: C₃₇H₇₅NO₁₀
• 分子量: 694.003
• InChiKey: PAIXVLHMQLTJOX-LQHPVFTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 重原子数：
  48.0
• 可旋转键数：
  36.0
• 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-tetraoxatricosyl 2-amino-2-deoxy-β-D-glucopyranoside 以 甲醇 、 氯仿 为溶剂， 反应 2.0h， 以81%的产率得到N-[(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-(2-{2-[2-(2-undecyloxy-1-undecyloxymethyl-ethoxy)-ethoxy]-ethoxy}-ethoxy)-tetrahydro-pyran-3-yl]-acetamide
  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：

  Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-allyloxycarbonylamino-6-(2-{2-[2-(2-undecyloxy-1-undecyloxymethyl-ethoxy)-ethoxy]-ethoxy}-ethoxy)-tetrahydro-pyran-4-yl ester 在 sodium hydroxide 作用下， 反应 7.0h， 以83%的产率得到10-undecyloxymethyl-3,6,9,12-tetraoxatricosyl 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