1,3,5-tris(4-hydroxy-3-methoxycarbonyl-5-propylphenyl)benzene | 157460-59-8

• 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(4-hydroxy-3-methoxycarbonyl-5-propylphenyl)benzene
• 英文别名: Methyl 5-[3,5-bis(4-hydroxy-3-methoxycarbonyl-5-propylphenyl)phenyl]-2-hydroxy-3-propylbenzoate
• CAS: 157460-59-8
• 化学式: C₃₉H₄₂O₉
• 分子量: 654.757
• InChiKey: OOGYAJJLDZXONI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11
• 重原子数：
  48
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  140
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(4-hydroxy-3-methoxycarbonyl-5-propylphenyl)benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 甲酸 、 三正丁胺 、 1,3-双(二苯基膦)丙烷 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 1,3,5-tris(3-carboxy-5-propylphenyl)benzene
  参考文献：
  名称：

  远程分子内氢键对顺式1,3,5-环己烷三基丁酸分子识别的热力学的影响

  摘要：

  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。

  DOI：

  10.1016/s0040-4039(98)80050-6
• 作为产物：
  描述：

  水杨酸甲酯 在 10percent Pd/C PPA 、 四氯化硅 、 氢气 、 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 为溶剂， 20.0~80.0 ℃ 、62.05 kPa 条件下， 反应 46.0h， 生成 1,3,5-tris(4-hydroxy-3-methoxycarbonyl-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

• Squaramido-Based Receptors:  Design, Synthesis, and Application to the Recognition of Tetraalkylammonium Compounds
  作者：Salvador Tomàs、Rafel Prohens、Manuel Vega、M. Carmen Rotger、Pere M. Deyà、Pablo Ballester、Antoni Costa

  DOI：10.1021/jo9614147

  日期：1996.1.1

  A new series of tripodal receptors based on squaramido rings as unprecedented binding units has been devised. Among the different structural possibilities that this functionality offers, the ability of establishing multiple O to C-H interactions has been explored. On this basis, new receptors capable of recognizing choline, acetylcholine, and related ammonium salts have been synthesized. Association constants in the range 10(3)-10(4) M(-1) have been measured by a H-1-NMR titration method The formation of intracavity complexes is supported by the observation of characteristic changes in the NMR spectra of the complexes, of intermolecular cross peaks in 2D. ROESY experiments, and by detection of signals corresponding to the molecular weight of the complexes by positive FAB mass spectrometry.
• 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.
• Ballester Pablo, Costa Antoni, Deya Pere M., Gonzalez Jose F., Rotger M. +, Tetrahedron Lett, 35 (1994) N 22, S 3813-3816
  作者：Ballester Pablo, Costa Antoni, Deya Pere M., Gonzalez Jose F., Rotger M. +

  DOI：——

  日期：——