N1⁵,N5⁵-bis(3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)-12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,55-dicarboxamide | 861860-43-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N1⁵,N5⁵-bis(3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)-12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,55-dicarboxamide
• CAS: 861860-43-7
• 化学式: C₆₂H₉₂N₄O₁₂
• 分子量: 1085.43
• InChiKey: VPYAPDJSQNKBAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.56
• 重原子数：
  78.0
• 可旋转键数：
  40.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  202.54
• 氢给体数：
  4.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  N1⁵,N5⁵-bis(3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)-12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,55-dicarboxamide 、 3,4-二甲氧基-3-环丁烯-1,2-二酮 以 甲醇 为溶剂， 反应 48.0h， 以61%的产率得到N1⁵,N5⁵-bis(3-(2-(2-(3-((2-methoxy-3,4-dioxocyclobut-1-en-1-yl)amino)propoxy)ethoxy)ethoxy)propyl)-12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,55-dicarboxamide
  参考文献：
  名称：

  A Synthetic Divalent Cholera Toxin Glycocalix[4]arene Ligand Having Higher Affinity than Natural GM1 Oligosaccharide

  摘要：

  A high-affinity ligand of cholera toxin, the divalent glycocalix[4]arene 1, was obtained by exploiting a combination of structure-based design of glycomimetic monovalent ligands and affinity enhancements by multivalent presentation through a calix[4]arene scaffold. It exhibits a slightly higher affinity for the toxin than its natural ligand, the GM1 oligosaccharide.

  DOI：

  10.1021/ja0444029
• 作为产物：
  描述：

  di-tert-butyl ((12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,55-diyl)bis(1-oxo-6,9,12-trioxa-2-azapentadecane-1,15-diyl))dicarbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以99%的产率得到N1⁵,N5⁵-bis(3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)-12,32,52,72-tetrapropoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-15,55-dicarboxamide
  参考文献：
  名称：

  A Synthetic Divalent Cholera Toxin Glycocalix[4]arene Ligand Having Higher Affinity than Natural GM1 Oligosaccharide

  摘要：

  A high-affinity ligand of cholera toxin, the divalent glycocalix[4]arene 1, was obtained by exploiting a combination of structure-based design of glycomimetic monovalent ligands and affinity enhancements by multivalent presentation through a calix[4]arene scaffold. It exhibits a slightly higher affinity for the toxin than its natural ligand, the GM1 oligosaccharide.

  DOI：

  10.1021/ja0444029