3-(2-Ethylbutoxy)-4-nitrobenzoic acid | 1318208-84-2

• 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: 3-(2-Ethylbutoxy)-4-nitrobenzoic acid
• 英文别名: 3-(2-ethylbutoxy)-4-nitrobenzoic acid
• CAS: 1318208-84-2
• 化学式: C₁₃H₁₇NO₅
• mdl: MFCD25833640
• 分子量: 267.282
• InChiKey: PGKBDWRRPUVFLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(2-Ethylbutoxy)-4-nitrobenzoic acid 、 Methyl 4-[[4-[[4-amino-3-(2-ethylbutoxy)benzoyl]amino]-3-(2-ethylbutoxy)benzoyl]amino]-3-(2-ethylbutoxy)benzoate 在 2-氯-1-甲基吡啶碘化物 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以86%的产率得到Methyl 3-(2-ethylbutoxy)-4-[[3-(2-ethylbutoxy)-4-[[3-(2-ethylbutoxy)-4-[[3-(2-ethylbutoxy)-4-nitrobenzoyl]amino]benzoyl]amino]benzoyl]amino]benzoate
  参考文献：
  名称：

  基于寡酰胺的双α-螺旋模拟物的设计与合成

  摘要：

  已经通过 X 射线分析和计算方法有效地制备和研究了一系列广泛的双低聚苯甲酰胺和双低聚吡啶基酰胺。模块化合成导致双螺旋模拟物在两到十个支链侧链之间承载。可以通过改变间隔物的长度和刚度来调整螺旋间角度和距离，从而再现一系列超二级结构的识别域。

  DOI：

  10.1002/ejoc.201300363
• 作为产物：
  描述：

  2-乙基溴代丁烷 在 potassium carbonate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-(2-Ethylbutoxy)-4-nitrobenzoic acid
  参考文献：
  名称：

  Hydrophobic side-chain interactions in a family of dimeric amide foldamers-potential alpha-helix mimetics

  摘要：

  A series of new alpha-helix mimetics based on a benzamide scaffold and potentially able to disrupt protein-protein interactions have been synthesized and characterized by X-ray analysis. Inspection of the solid state structures of aromatic amide dimers confirmed that the molecules adopt a curved conformation with intramolecular H-bonding between the amide NH and the alkoxy oxygen of the neighboring aromatic fragment (d(NH center dot center dot center dot O) similar to 2 angstrom). Adjacent dimer molecules are prone to form supramolecular assemblies due to both hydrophobic alkyl side-chain/side-chain interactions and intermolecular H-bonding. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.004

文献信息

• Design and Synthesis of Oligoamide-Based Double α-Helix Mimetics
  作者：Oleg V. Kulikov、Sam Thompson、Hai Xu、Christopher D. Incarvito、Richard T. W. Scott、Ishu Saraogi、Laura Nevola、Andrew D. Hamilton

  DOI：10.1002/ejoc.201300363

  日期：2013.6

  An extensive series of bis-oligobenzamides and bis-oligopyridylamides have been efficiently prepared and studied by X-ray analysis and computational methods. A modular synthesis led to double -helix mimics bearing between two and ten branched side-chains. The inter-helix angle and distance can be tuned by varying the length and rigidity of the spacer, thereby reproducing the recognition domains of

  已经通过 X 射线分析和计算方法有效地制备和研究了一系列广泛的双低聚苯甲酰胺和双低聚吡啶基酰胺。模块化合成导致双螺旋模拟物在两到十个支链侧链之间承载。可以通过改变间隔物的长度和刚度来调整螺旋间角度和距离，从而再现一系列超二级结构的识别域。
• Hydrophobic side-chain interactions in a family of dimeric amide foldamers-potential alpha-helix mimetics
  作者：Oleg V. Kulikov、Christopher Incarvito、Andrew D. Hamilton

  DOI：10.1016/j.tetlet.2011.05.004

  日期：2011.7

  A series of new alpha-helix mimetics based on a benzamide scaffold and potentially able to disrupt protein-protein interactions have been synthesized and characterized by X-ray analysis. Inspection of the solid state structures of aromatic amide dimers confirmed that the molecules adopt a curved conformation with intramolecular H-bonding between the amide NH and the alkoxy oxygen of the neighboring aromatic fragment (d(NH center dot center dot center dot O) similar to 2 angstrom). Adjacent dimer molecules are prone to form supramolecular assemblies due to both hydrophobic alkyl side-chain/side-chain interactions and intermolecular H-bonding. (C) 2011 Elsevier Ltd. All rights reserved.