methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate | 1325297-19-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate
• CAS: 1325297-19-5
• 化学式: C₃₂H₃₂N₄O₇
• 分子量: 584.629
• InChiKey: VQXYOCJFPXFVCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  43.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  137.73
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate 、 三氟乙酸酐 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以65%的产率得到methyl 1-benzyl-5-(1-benzyl-4-oxo-5-(2,2,2-trifluoroacetamido)-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate
  参考文献：
  名称：

  Five-Fold-Symmetric Macrocyclic Aromatic Pentamers: High-Affinity Cation Recognition, Ion-Pair-Induced Columnar Stacking, and Nanofibrillation

  摘要：

  Described in this study is a conceptually new class of five-fold-symmetric cavity-containing planar pentameric macrocycles with their interior decorated by five convergently aligned, properly spaced carbonyl oxygen atoms. These cation-binding oxygens enclose a hydrophilic lumen of 2.85 angstrom in radius and thus display high-affinity binding toward alkali metal cations, and possibly many other cations, too. Arising from their high-affinity recognition of metal ions, these planar macrocycles form cation- or ion-pair-induced one-dimensional columnar aggregates, and subsequently fascinating fibrillation results.

  DOI：

  10.1021/ja206457b
• 作为产物：
  描述：

  1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxylic acid 在 水 、 potassium carbonate 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 methyl 1-benzyl-5-(1-benzyl-5-(tert-butoxycarbonylamino)-4-oxo-1,4-dihydropyridine-3-carboxamido)-4-oxo-1,4-dihydropyridine-3-carboxylate
  参考文献：
  名称：

  Five-Fold-Symmetric Macrocyclic Aromatic Pentamers: High-Affinity Cation Recognition, Ion-Pair-Induced Columnar Stacking, and Nanofibrillation

  摘要：

  Described in this study is a conceptually new class of five-fold-symmetric cavity-containing planar pentameric macrocycles with their interior decorated by five convergently aligned, properly spaced carbonyl oxygen atoms. These cation-binding oxygens enclose a hydrophilic lumen of 2.85 angstrom in radius and thus display high-affinity binding toward alkali metal cations, and possibly many other cations, too. Arising from their high-affinity recognition of metal ions, these planar macrocycles form cation- or ion-pair-induced one-dimensional columnar aggregates, and subsequently fascinating fibrillation results.

  DOI：

  10.1021/ja206457b