(4-{[6-(4-Amino-2,3,5,6-tetramethyl-phenylcarbamoyl)-pyridine-2-carbonyl]-amino}-2,3,5,6-tetramethyl-phenyl)-carbamic acid tert-butyl ester | 922704-39-0

• 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-{[6-(4-Amino-2,3,5,6-tetramethyl-phenylcarbamoyl)-pyridine-2-carbonyl]-amino}-2,3,5,6-tetramethyl-phenyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[4-[[6-[(4-amino-2,3,5,6-tetramethylphenyl)carbamoyl]pyridine-2-carbonyl]amino]-2,3,5,6-tetramethylphenyl]carbamate
• CAS: 922704-39-0
• 化学式: C₃₂H₄₁N₅O₄
• 分子量: 559.709
• InChiKey: VRWGNPSQRSKFIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4-{[6-(4-Amino-2,3,5,6-tetramethyl-phenylcarbamoyl)-pyridine-2-carbonyl]-amino}-2,3,5,6-tetramethyl-phenyl)-carbamic acid tert-butyl ester 在 三乙胺 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 4-Chloro-pyridine-2,6-dicarboxylic acid bis-[(4-{[6-(4-amino-2,3,5,6-tetramethyl-phenylcarbamoyl)-pyridine-2-carbonyl]-amino}-2,3,5,6-tetramethyl-phenyl)-amide]
  参考文献：
  名称：

  Macrocycles with two exclusive hydrogen-bonding modes

  摘要：

  A series of large, 44-membered macrocycles 7a-e were synthesized and characterized, which display two different diagonal binding modes. The unsubstituted macrocycle 7a strongly binds naphthalene-2,6-dicarboxylate through hydrogen bonds with the association constant (K-a +/- 15%) of 4500 M-1 in 40% (v/v) CD3CN/CDCl3 at 23 +/- 1 degrees C. Introduction of an electron-withdrawing substituent (Cl) at all four corners increases the binding affinity (22,000 M-1 for 7b), while that of an electron-donating substituent (pyrrolidinyl) greatly decreases it (150 M-1 for 7c). The same propensity has been observed with macrocycles 7d and 7e bearing different substituents at two diagonal corners, suggesting that the relative population of the binding modes would be modulated by controlling the electron density of the aromatic ring. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.127
• 作为产物：
  描述：

  2,6-氯甲酰吡啶 在 三乙胺 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 (4-{[6-(4-Amino-2,3,5,6-tetramethyl-phenylcarbamoyl)-pyridine-2-carbonyl]-amino}-2,3,5,6-tetramethyl-phenyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Macrocycles with two exclusive hydrogen-bonding modes

  摘要：

  A series of large, 44-membered macrocycles 7a-e were synthesized and characterized, which display two different diagonal binding modes. The unsubstituted macrocycle 7a strongly binds naphthalene-2,6-dicarboxylate through hydrogen bonds with the association constant (K-a +/- 15%) of 4500 M-1 in 40% (v/v) CD3CN/CDCl3 at 23 +/- 1 degrees C. Introduction of an electron-withdrawing substituent (Cl) at all four corners increases the binding affinity (22,000 M-1 for 7b), while that of an electron-donating substituent (pyrrolidinyl) greatly decreases it (150 M-1 for 7c). The same propensity has been observed with macrocycles 7d and 7e bearing different substituents at two diagonal corners, suggesting that the relative population of the binding modes would be modulated by controlling the electron density of the aromatic ring. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.127

文献信息

• Macrocycles with two exclusive hydrogen-bonding modes
  作者：Min Kyung Chae、Geun-Young Cha、Kyu-Sung Jeong

  DOI：10.1016/j.tetlet.2006.09.127

  日期：2006.11

  A series of large, 44-membered macrocycles 7a-e were synthesized and characterized, which display two different diagonal binding modes. The unsubstituted macrocycle 7a strongly binds naphthalene-2,6-dicarboxylate through hydrogen bonds with the association constant (K-a +/- 15%) of 4500 M-1 in 40% (v/v) CD3CN/CDCl3 at 23 +/- 1 degrees C. Introduction of an electron-withdrawing substituent (Cl) at all four corners increases the binding affinity (22,000 M-1 for 7b), while that of an electron-donating substituent (pyrrolidinyl) greatly decreases it (150 M-1 for 7c). The same propensity has been observed with macrocycles 7d and 7e bearing different substituents at two diagonal corners, suggesting that the relative population of the binding modes would be modulated by controlling the electron density of the aromatic ring. (c) 2006 Elsevier Ltd. All rights reserved.