ethyl 4-bromo-3-decyloxy-5-hydroxybenzoate | 820958-22-3

• 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: ethyl 4-bromo-3-decyloxy-5-hydroxybenzoate
• 英文别名: Ethyl 4-bromo-3-(decyloxy)-5-hydroxybenzoate；ethyl 4-bromo-3-decoxy-5-hydroxybenzoate
• CAS: 820958-22-3
• 化学式: C₁₉H₂₉BrO₄
• 分子量: 401.341
• InChiKey: RGEHPPYCWMVYNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-bromo-3-decyloxy-5-hydroxybenzoate 在 potassium phosphate 、 四(三苯基膦)钯 、 Dowex resin 、 18-冠醚-6 、 四丁基氟化铵 、 水 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙二醇二甲醚 、 丙酮 为溶剂， 反应 64.25h， 生成 3',5'-Bis-allyloxy-6-decyloxy-2-[2-(2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-biphenyl-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Temperature-Sensitive Dendritic Micelles

  摘要：

  Syntheses up to three generations have been achieved of biaryl-based amphiphilic dendrons with a charge-neutral pentaethylene glycol as the hydrophilic part and a decyl chain as the hydrophobic part. Studies on the temperature-dependent characteristics revealed that these dendrons exhibit a generation-dependent lower critical solution temperature (LCST). This behavior is attributed to the combination of the amphipathic nature of the hydrophilic pentaethylene glycol side chain and dendritic effect. Interestingly, this biaryl-based scaffold also maintains the ability to form a micelle-like assembly in polar solvents and an inverted micelle-like assembly in apolar solvents. Polarity of the dendritic interior was investigated using dye-based microenvironment studies. The aggregation behavior of these micelles was analyzed by fluorescence spectroscopy and dynamic light scattering. Critical micelle concentrations (CMC) of these assemblies were investigated using fluorescence excitation spectra of the sequestered guest molecule, pyrene.

  DOI：

  10.1021/ja054542y
• 作为产物：
  描述：

  1-碘癸烷 、 3,5-二羟基-4-溴苯甲酸乙酯 在 18-冠醚-6 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.0h， 以39%的产率得到ethyl 4-bromo-3-decyloxy-5-hydroxybenzoate
  参考文献：
  名称：

  Dendrimers with Both Polar and Apolar Nanocontainer Characteristics

  摘要：

  Amphiphilic dendrimers with a custom-designed biaryl repeat unit have been synthesized. These dendrimers afford hydrophobic nanocontainers in polar solvents and hydrophilic nanocontainers in apolar solvents. These container properties were investigated using dye incorporation studies. The aggregation states of these dendrimers are also reported using DLS studies.

  DOI：

  10.1021/ja0449628

文献信息

• Disassembly of Dendritic Micellar Containers Due to Protein Binding
  作者：Malar A. Azagarsamy、Volkan Yesilyurt、S. Thayumanavan

  DOI：10.1021/ja100746d

  日期：2010.4.7

  Disassembling a supramolecular assembly and releasing the contents of the assembly in response to a stimulus are important goals of supramolecular chemistry. When proteins are used as the stimulus, the biological relevance of the supramolecular event dramatically increases. Although there have been efforts in which such disassembly has been achieved using enzymatic action, such events based on ligand-receptor

  分解超分子组装体并响应刺激释放组装体的内容是超分子化学的重要目标。当蛋白质被用作刺激物时，超分子事件的生物学相关性显着增加。尽管已经努力使用酶促作用实现了这种分解，但这种基于配体-受体相互作用的事件非常有限。在这里，我们展示了蛋白质结合诱导的基于树枝状聚合物的两亲性纳米容器的分解。我们表明这种分解对目标蛋白质是有选择性的，并且分解事件会导致被隔离的客体分子的释放。我们认为分解是由蛋白质结合引起的亲水亲油平衡改变引起的。
• Dendrimers with Both Polar and Apolar Nanocontainer Characteristics
  作者：Dharma Rao Vutukuri、Subhadeep Basu、S. Thayumanavan

  DOI：10.1021/ja0449628

  日期：2004.12.1

  Amphiphilic dendrimers with a custom-designed biaryl repeat unit have been synthesized. These dendrimers afford hydrophobic nanocontainers in polar solvents and hydrophilic nanocontainers in apolar solvents. These container properties were investigated using dye incorporation studies. The aggregation states of these dendrimers are also reported using DLS studies.
• Temperature-Sensitive Dendritic Micelles
  作者：Sivakumar V. Aathimanikandan、Elamprakash N. Savariar、S. Thayumanavan

  DOI：10.1021/ja054542y

  日期：2005.10.1

  Syntheses up to three generations have been achieved of biaryl-based amphiphilic dendrons with a charge-neutral pentaethylene glycol as the hydrophilic part and a decyl chain as the hydrophobic part. Studies on the temperature-dependent characteristics revealed that these dendrons exhibit a generation-dependent lower critical solution temperature (LCST). This behavior is attributed to the combination of the amphipathic nature of the hydrophilic pentaethylene glycol side chain and dendritic effect. Interestingly, this biaryl-based scaffold also maintains the ability to form a micelle-like assembly in polar solvents and an inverted micelle-like assembly in apolar solvents. Polarity of the dendritic interior was investigated using dye-based microenvironment studies. The aggregation behavior of these micelles was analyzed by fluorescence spectroscopy and dynamic light scattering. Critical micelle concentrations (CMC) of these assemblies were investigated using fluorescence excitation spectra of the sequestered guest molecule, pyrene.