1,3,5-tris(3-(N-6-methyl-2-pyridyl)carbamoyl-4-hydroxy-5-propylphenyl)benzene | 157460-60-1

• 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: 1,3,5-tris(3-(N-6-methyl-2-pyridyl)carbamoyl-4-hydroxy-5-propylphenyl)benzene
• 英文别名: 5-[3,5-bis[4-hydroxy-3-[C-hydroxy-N-(6-methylpyridin-2-yl)carbonimidoyl]-5-propylphenyl]phenyl]-2-hydroxy-N-(6-methylpyridin-2-yl)-3-propylbenzenecarboximidic acid
• CAS: 157460-60-1
• 化学式: C₅₄H₅₄N₆O₆
• 分子量: 883.059
• InChiKey: CMLLPZZECYGMSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  66
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  197
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(3-(N-6-methyl-2-pyridyl)carbamoyl-4-hydroxy-5-propylphenyl)benzene 、 1,3,5-环己三羧酸 生成 5-[3,5-bis[4-hydroxy-3-[(6-methylpyridin-2-yl)carbamoyl]-5-propylphenyl]phenyl]-2-hydroxy-N-(6-methylpyridin-2-yl)-3-propylbenzamide;cyclohexane-1,3,5-tricarboxylic acid
  参考文献：
  名称：

  Ballester Pablo, Costa Antoni, Deya Pere M., Gonzalez Jose F., Rotger M. +, Tetrahedron Lett, 35 (1994) N 22, S 3813-3816

  摘要：

  DOI：
• 作为产物：
  描述：

  水杨酸甲酯 在 10percent Pd/C PPA 、 四氯化硅 、 氢气 、 三甲基铝 、 caesium carbonate 、 N,N-二甲基苯胺 作用下， 以 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丙酮 、 苯 为溶剂， 20.0~80.0 ℃ 、62.05 kPa 条件下， 反应 94.33h， 生成 1,3,5-tris(3-(N-6-methyl-2-pyridyl)carbamoyl-4-hydroxy-5-propylphenyl)benzene
  参考文献：
  名称：

  Dual Binding Mode of Methylmethanetriacetic Acid to Tripodal Amidopyridine Receptors

  摘要：

  A series of tripodal amidopyridine receptors capable of selective recognition of methylmethanetriacetic acid (MMTA) in organic solvents is described. Intramolecular hydrogen-bonding groups, built into some of the receptors, were designed as preorganization devices. Binding was studied by NMR titration, variable temperature NMR experiments, 2D-NMR, isothermal titration calorimetry, and single-crystal X-ray crystallography. The results reveal that a balancing act between inter- and intramolecular hydrogen-bonding interactions in the complexes governs both the dynamics and the geometry of binding. Receptor 1b (without intramolecular hydrogen-bonding groups) features a simple symmetric MMTA binding geometry with optimal enthalpic interactions. In sharp contrast, receptor 1a (with intramolecular hydrogen-bonding groups) reveals a temperature-dependent dual binding mode where MMTA can bind in two completely different geometries. The two solution binding geometries of 1a.AMTA were unraveled by NMR experiments and correlated to the X-ray structures.

  DOI：

  10.1021/jo025787l

文献信息

• X-Ray structure of the 1:1 complex of a tripodal receptor and cis-cyclohexane-1,3,5-tricarboxylic acid
  作者：Pablo Ballester、Antoni Costa、Pere M. Deyà、Ghislain Deslongchamps、Daniel Mink、Andreas Decken、Rafael Prohens、Salvador Tomàs、Manuel Vega

  DOI：10.1039/a607461h

  日期：——

  The X-ray crystal structure of the 1:1 complex of a tripodal abiotic receptor and cis-cyclohexane-1,3,5-tricarboxylic acid is reported; the 1:1 complex is devoid of C 3 -symmetry and packs into a multi-columnar self-assembly.

  报告了三元非生物受体与顺式-环己烷-1,3,5-三羧酸的 1:1 复合物的 X 射线晶体结构；1:1 复合物不具有 C 3 对称性，并形成多柱自组装。
• Influence of remote intramolecular hydrogen bonds on the thermodynamics of molecular recognition of cis-1,3,5-cyclohexanetricar☐ylic acid
  作者：Pablo Ballester、Antoni Costa、Pere M. Deyà、Manuel Vega、Jeroni Morey、Ghislain Deslongchamps

  DOI：10.1016/s0040-4039(98)80050-6

  日期：1999.1

  thermodynamics of molecular recognition of cis-1,3,5-cyclohexanetricar☐ylic acid by tripodal hosts. Remote intramolecular hydrogen bonds, used to restrict conformationally one of the hosts, exhibit a strong influence on the thermodynamic functions for the binding process ΔH and ΔS, with little effect on ΔG. This suggests that the conformational lock imposed by the intramolecular hydrogen bonds organizes the

  利用可变温度结合研究和等温滴定微量热法，探讨了三脚架宿主对顺式-1,3,5-环己烷三丁酸酯酸的分子识别的热力学。远程分子内氢键（用于构象地限制主体之一）对结合过程ΔH和ΔS的热力学功能表现出很大的影响，而对ΔG的影响很小。这表明由分子内氢键施加的构象锁将受体组织为对于三酸的结合而言不是最佳的构象。
• Molecular recognition of cis-1,3,5-cyclohexane tricarboxylic acid
  作者：Pablo Ballester、Antoni Costa、Pere M. Deyà、José F. González、M.Carmen Rotger、Ghislain Deslongchamps

  DOI：10.1016/s0040-4039(00)73106-6

  日期：1994.5

  The design and synthesis of a new receptor designed to bind tricarboxylic acids in organic solvents is described. The properties of the complex formed between the new receptor and cis-1,3,5-cyclohexanetricarboxylic acid are studied.