2-[[2-[5-[2-[[2-(dioctylamino)-2-oxoethyl]amino]-2-oxoethoxy]-2,4-diformylphenoxy]acetyl]amino]-N,N-dioctylacetamide | 1250403-69-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[[2-[5-[2-[[2-(dioctylamino)-2-oxoethyl]amino]-2-oxoethoxy]-2,4-diformylphenoxy]acetyl]amino]-N,N-dioctylacetamide
• CAS: 1250403-69-0
• 化学式: C₄₈H₈₂N₄O₈
• 分子量: 843.201
• InChiKey: KHXKRDILWSBELG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  60
• 可旋转键数：
  40
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  151
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethyl chloride 、 4,6-二羟基苯-1,3-二甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以67%的产率得到2-[[2-[5-[2-[[2-(dioctylamino)-2-oxoethyl]amino]-2-oxoethoxy]-2,4-diformylphenoxy]acetyl]amino]-N,N-dioctylacetamide
  参考文献：
  名称：

  Hydrogen-bonded benzylidenebenzohydrazide macrocycles and oligomers: testing the robust capacity of an amide chain in promoting the formation of vesicles

  摘要：

  This Letter describes 2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethoxyl (DPAOE)-tuned self-assembly of vesicles from rigid macrocycles and foldamer-like oligomers. The molecules are prepared through the formation of reversible hydrazone bonds from aldehyde and benzo-hydrazide precursors, which are further facilitated by intramolecular N center dot center dot center dot H-O hydrogen bonding. SEM. AFM, and fluorescent encapsulation studies reveal that the molecules all self-assemble into vesicular structures in methanol, while similar molecules bearing the triethylene glycol or n-decyl chains do not. The results illustrate that DOAOE is robust in promoting the formation of vesicles for aromatic Systems in polar solvents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.076

文献信息

• Hydrogen-bonded benzylidenebenzohydrazide macrocycles and oligomers: testing the robust capacity of an amide chain in promoting the formation of vesicles
  作者：Ben-Ye Lu、Guang-Jun Sun、Jian-Bin Lin、Xi-Kui Jiang、Xin Zhao、Zhan-Ting Li

  DOI：10.1016/j.tetlet.2010.05.076

  日期：2010.7

  This Letter describes 2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethoxyl (DPAOE)-tuned self-assembly of vesicles from rigid macrocycles and foldamer-like oligomers. The molecules are prepared through the formation of reversible hydrazone bonds from aldehyde and benzo-hydrazide precursors, which are further facilitated by intramolecular N center dot center dot center dot H-O hydrogen bonding. SEM. AFM, and fluorescent encapsulation studies reveal that the molecules all self-assemble into vesicular structures in methanol, while similar molecules bearing the triethylene glycol or n-decyl chains do not. The results illustrate that DOAOE is robust in promoting the formation of vesicles for aromatic Systems in polar solvents. (C) 2010 Elsevier Ltd. All rights reserved.