methyl 3-(2-benzyloxy-3-(2-benzyloxy-3-(2-methoxy-3-nitrobenzamido)benzamido)benzamido)-2-methoxybenzoate | 1232692-33-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 3-(2-benzyloxy-3-(2-benzyloxy-3-(2-methoxy-3-nitrobenzamido)benzamido)benzamido)-2-methoxybenzoate
• CAS: 1232692-33-9
• 化学式: C₄₅H₃₈N₄O₁₁
• 分子量: 810.817
• InChiKey: CHJNNZLEEGQCFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.31
• 重原子数：
  60.0
• 可旋转键数：
  16.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  193.66
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  methyl 3-(2-benzyloxy-3-(2-benzyloxy-3-(2-methoxy-3-nitrobenzamido)benzamido)benzamido)-2-methoxybenzoate 在 甲醇 、 palladium 10% on activated carbon 、 氢气 、 铁粉 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 64.0h， 生成
  参考文献：
  名称：

  Intramolecularly Hydrogen-Bonded Aromatic Pentamers as Modularly Tunable Macrocyclic Receptors for Selective Recognition of Metal Ions

  摘要：

  Despite the tremendous progress that has been made in macrocyclic chemistry since the discovery of corands, cryptands, and spherands more than four decades ago, macrocyclic systems possessing a high level of controllability in structural configuration concurrent with a systematic tunability in function are still very rare. Employing an inner design strategy to orient Hbonding forces toward a macrocyclic cavity interior while convergently aligning exchangeable ionbinding building blocks that dictate a near-identical backbone curvature, we demonstrate here a novel pentagonal framework that not only enables its variable interior cavity to be maintained at near-planarity but also allows its ion-binding potential to be highly tunable. The H-bonded macrocyclic pentamers thus produced have allowed a systematic and combinatorial evolution of ion-selective pentamers for preferential recognition of Cs+, K+, or Ag+ ions.

  DOI：

  10.1021/jacs.5b07123
• 作为产物：
  描述：

  methyl 3-(3-(3-amino-2-(benzyloxy)benzamido)-2-(benzyloxy)benzamido)-2-methoxybenzoate 、 2-methoxy-3-nitrobenzoyl chloride 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 methyl 3-(2-benzyloxy-3-(2-benzyloxy-3-(2-methoxy-3-nitrobenzamido)benzamido)benzamido)-2-methoxybenzoate
  参考文献：
  名称：

  Persistently Folded Circular Aromatic Amide Pentamers Containing Modularly Tunable Cation-Binding Cavities with High Ion Selectivity

  摘要：

  In this work, we illustrated a novel design strategy that allows systematically tunable interior properties (effective cavity size, steric crowdedness, and hydrophobicity) contained within a novel class of shape-persistent aromatic pentamers to take place on a scale below 3 angstrom. Such finely tunable structural features are complimented by experimentally observable functional variations in ion-binding potential. Results of the selective, differential binding affinities of three circular pentamers for Li(+), Na(+), K(+), Rb(+), and Cs(+), substantiated by metal-containing crystal structures and computational modeling, are detailed.

  DOI：

  10.1021/ja1035804