5-[5-(2-Diethylcarbamoyl-acetylamino)-2,4-bis-octyloxy-benzoylamino]-2,4-bis-octyloxy-benzoic acid | 916983-51-2

• 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: 5-[5-(2-Diethylcarbamoyl-acetylamino)-2,4-bis-octyloxy-benzoylamino]-2,4-bis-octyloxy-benzoic acid
• 英文别名: 5-[[5-[[3-(Diethylamino)-3-oxopropanoyl]amino]-2,4-dioctoxybenzoyl]amino]-2,4-dioctoxybenzoic acid；5-[[5-[[3-(diethylamino)-3-oxopropanoyl]amino]-2,4-dioctoxybenzoyl]amino]-2,4-dioctoxybenzoic acid
• CAS: 916983-51-2
• 化学式: C₅₃H₈₇N₃O₉
• 分子量: 910.288
• InChiKey: AZADXGHHFJWZOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.9
• 重原子数：
  65
• 可旋转键数：
  40
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  153
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-Octoxypyridin-3-amine 、 5-[5-(2-Diethylcarbamoyl-acetylamino)-2,4-bis-octyloxy-benzoylamino]-2,4-bis-octyloxy-benzoic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 4.0h， 以78%的产率得到N-{5-[2,4-Bis-octyloxy-5-(4-octyloxy-pyridin-3-ylcarbamoyl)-phenylcarbamoyl]-2,4-bis-octyloxy-phenyl}-N',N'-diethyl-malonamide
  参考文献：
  名称：

  Foldamer-based pyridine–fullerene tweezer receptors for enhanced binding of zinc porphyrin

  摘要：

  This paper reports the design and synthesis of a new series of hydrogen bonding-mediated foldamer-derived tweezer receptors that are used for efficient complexation of zinc porphyrin guest. One end of the rigidified aromatic amide backbone is incorporated with one fullerene unit, while another end is connected to one pyridine or imidazole unit. The H-1 NMR, UV-vis, and fluorescent investigations in chloroform revealed that, due to the intramolecular hydrogen bonding-driven preorganized folded conformation, the fullerene and pyridine units of the receptors are located with suitable spatial separation and consequently able to co-complex zinc porphyrin with remarkably increased stability. In contrast, the imidazole-incorporated receptor displays a weakened binding affinity possibly due to structural mismatching and large steric hindrance. The association constants of the complexes of the new receptors with zinc porphyrin have been determined. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.046
• 作为产物：
  描述：

  2,4-dioctyloxy-5-nitrobenzoyl chloride 在 palladium on activated charcoal lithium hydroxide 、 氢气 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 28.0h， 生成 5-[5-(2-Diethylcarbamoyl-acetylamino)-2,4-bis-octyloxy-benzoylamino]-2,4-bis-octyloxy-benzoic acid
  参考文献：
  名称：

  Foldamer-based pyridine–fullerene tweezer receptors for enhanced binding of zinc porphyrin

  摘要：

  This paper reports the design and synthesis of a new series of hydrogen bonding-mediated foldamer-derived tweezer receptors that are used for efficient complexation of zinc porphyrin guest. One end of the rigidified aromatic amide backbone is incorporated with one fullerene unit, while another end is connected to one pyridine or imidazole unit. The H-1 NMR, UV-vis, and fluorescent investigations in chloroform revealed that, due to the intramolecular hydrogen bonding-driven preorganized folded conformation, the fullerene and pyridine units of the receptors are located with suitable spatial separation and consequently able to co-complex zinc porphyrin with remarkably increased stability. In contrast, the imidazole-incorporated receptor displays a weakened binding affinity possibly due to structural mismatching and large steric hindrance. The association constants of the complexes of the new receptors with zinc porphyrin have been determined. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.046