Methyl 4-amino-3-(2-ethylbutoxy)benzoate | 1318208-86-4

• 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: Methyl 4-amino-3-(2-ethylbutoxy)benzoate
• 英文别名: methyl 4-amino-3-(2-ethylbutoxy)benzoate
• CAS: 1318208-86-4
• 化学式: C₁₄H₂₁NO₃
• 分子量: 251.326
• InChiKey: YMMNKDASIFGDNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 4-amino-3-(2-ethylbutoxy)benzoate 、 3-(2-Ethylbutoxy)-4-nitrobenzoic acid 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 48.25h， 以87%的产率得到Methyl 3-(2-ethylbutoxy)-4-[[3-(2-ethylbutoxy)-4-nitrobenzoyl]amino]benzoate
  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
• 作为产物：
  描述：

  2-乙基溴代丁烷 在 10% palladium on activated charcoal 、 氢气 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 70.0 ℃ 、101.33 kPa 条件下， 生成 Methyl 4-amino-3-(2-ethylbutoxy)benzoate
  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