4-(4-Amino-3,5-dimethyl-phenyl)-4-[4-(4-tert-butyl-benzoylamino)-3,5-dimethyl-phenyl]-piperidine-1-carboxylic acid benzyl ester | 502623-31-6

• 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: 4-(4-Amino-3,5-dimethyl-phenyl)-4-[4-(4-tert-butyl-benzoylamino)-3,5-dimethyl-phenyl]-piperidine-1-carboxylic acid benzyl ester
• CAS: 502623-31-6
• 化学式: C₄₀H₄₇N₃O₃
• 分子量: 617.831
• InChiKey: YLHHMLAKPRADPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.77
• 重原子数：
  46.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  84.66
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(4-Amino-3,5-dimethyl-phenyl)-4-[4-(4-tert-butyl-benzoylamino)-3,5-dimethyl-phenyl]-piperidine-1-carboxylic acid benzyl ester 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 4-[4-(4-tert-Butyl-benzoylamino)-3,5-dimethyl-phenyl]-4-[4-(3-hexylcarbamoyl-benzoylamino)-3,5-dimethyl-phenyl]-piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Chemical Triple-Mutant Boxes for Quantifying Cooperativity in Intermolecular Interactions

  摘要：

  Chemical double-mutant cycles have been used to quantify intermolecular functional-group interactions in H-bonded zipper complexes in chloroform. If the same interaction is measured in zippers of different overall stability, the double-mutant cycles can be combined to produce a triple-mutant box. This construct quantifies cooperativity between the functional group interaction of interest and the other interactions that are used to change the overall stability of the complexes. The sum of two edge-to-face aromatic interactions (-2.9 +/- 0.5 kJ mol(-1)) is shown to be insensitive to changes of up to 13.7 +/- 0.2 kJ mol(-1) in the overall stability of the complex. In principle, enthalpic cooperative effects caused by entropy - enthalpy compensation could perturb the measurement of intermolecular interactions when using the double-mutant cycle approach, but these experiments show that, for this system, the magnitude of the effect lies within the error of the measurements.

  DOI：

  10.1002/1521-3765(20021202)8:23<5435::aid-chem5435>3.0.co;2-v
• 作为产物：
  描述：

  [4,4-bis(4-amino-3,5-dimethylphenyl)]piperidine 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 4-(4-Amino-3,5-dimethyl-phenyl)-4-[4-(4-tert-butyl-benzoylamino)-3,5-dimethyl-phenyl]-piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Chemical Triple-Mutant Boxes for Quantifying Cooperativity in Intermolecular Interactions

  摘要：

  Chemical double-mutant cycles have been used to quantify intermolecular functional-group interactions in H-bonded zipper complexes in chloroform. If the same interaction is measured in zippers of different overall stability, the double-mutant cycles can be combined to produce a triple-mutant box. This construct quantifies cooperativity between the functional group interaction of interest and the other interactions that are used to change the overall stability of the complexes. The sum of two edge-to-face aromatic interactions (-2.9 +/- 0.5 kJ mol(-1)) is shown to be insensitive to changes of up to 13.7 +/- 0.2 kJ mol(-1) in the overall stability of the complex. In principle, enthalpic cooperative effects caused by entropy - enthalpy compensation could perturb the measurement of intermolecular interactions when using the double-mutant cycle approach, but these experiments show that, for this system, the magnitude of the effect lies within the error of the measurements.

  DOI：

  10.1002/1521-3765(20021202)8:23<5435::aid-chem5435>3.0.co;2-v