Nα-tert-butyloxycarbonyl-β-benzylester N-methyldodecyl-L-aspartamide | 170124-58-0

• 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: Nα-tert-butyloxycarbonyl-β-benzylester N-methyldodecyl-L-aspartamide
• 英文别名: N^α-tert-butyloxycarbonyl-β-benzylester N-methyldodecyl-L-aspartamide
• CAS: 170124-58-0
• 化学式: C₂₉H₄₈N₂O₅
• 分子量: 504.711
• InChiKey: UNFAVQDZLVYUBN-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.39
• 重原子数：
  36.0
• 可旋转键数：
  17.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  84.94
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Nα-tert-butyloxycarbonyl-β-benzylester N-methyldodecyl-L-aspartamide 在 palladium on activated charcoal 4-二甲氨基吡啶 、 TEA 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 溶剂黄146 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 N^α-dodecanoyl-β-(N-methyl-N-(N-(O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)hydroxymethyl bishydroxymethyl)methyl)carboxamidomethyl)amide N-methyldodecyl-L-aspartamide
  参考文献：
  名称：

  Vesicles and other supramolecular systems made from double-tailed synthetic glycolipids derived from galactosylated tris(hydroxymethyl)aminomethane

  摘要：

  A series of double-tailed hydrocarbon glycolipids derived from tris(hydroxymethyl)aminomethane (Tris) have been prepared. These amphiphiles consist of three parts: a hydrophilic head derived from mono- or polygalactosylated Tris, a linking arm of peptidic nature and a hydrophobic double tail composed of 12 or 18 carbon atom chains. The ability of the new glycolipids to disperse in water, the morphology of the self-assemblies they form and the stability of the latter were shown to depend largely on the volumetric ratio between hydrophilic head and hydrophobic tails. Comparative studies of such substrates allowed a better understanding of the relative role of the various parameters that govern the formation of tubular systems relative to vesicular organizations. In all cases, the introduction of oligomeric galactosylated heads favoured stable vesicular systems over tubules.

  DOI：

  10.1016/0009-3084(95)02475-x
• 作为产物：
  描述：

  N-十二烷基甲胺 、 Boc-L-天冬氨酸 4-苄酯 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以97%的产率得到Nα-tert-butyloxycarbonyl-β-benzylester N-methyldodecyl-L-aspartamide
  参考文献：
  名称：

  Vesicles and other supramolecular systems made from double-tailed synthetic glycolipids derived from galactosylated tris(hydroxymethyl)aminomethane

  摘要：

  A series of double-tailed hydrocarbon glycolipids derived from tris(hydroxymethyl)aminomethane (Tris) have been prepared. These amphiphiles consist of three parts: a hydrophilic head derived from mono- or polygalactosylated Tris, a linking arm of peptidic nature and a hydrophobic double tail composed of 12 or 18 carbon atom chains. The ability of the new glycolipids to disperse in water, the morphology of the self-assemblies they form and the stability of the latter were shown to depend largely on the volumetric ratio between hydrophilic head and hydrophobic tails. Comparative studies of such substrates allowed a better understanding of the relative role of the various parameters that govern the formation of tubular systems relative to vesicular organizations. In all cases, the introduction of oligomeric galactosylated heads favoured stable vesicular systems over tubules.

  DOI：

  10.1016/0009-3084(95)02475-x