(3-Benzyloxy-5-hydroxymethyl-phenoxy)-acetic acid tert-butyl ester | 758724-72-0

• 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-Benzyloxy-5-hydroxymethyl-phenoxy)-acetic acid tert-butyl ester
• 英文别名: 1,1-Dimethylethyl 2-[3-(hydroxymethyl)-5-(phenylmethoxy)phenoxy]acetate；tert-butyl 2-[3-(hydroxymethyl)-5-phenylmethoxyphenoxy]acetate
• CAS: 758724-72-0
• 化学式: C₂₀H₂₄O₅
• 分子量: 344.408
• InChiKey: BHBGOUGPPNIAFN-UHFFFAOYSA-N

物化性质

• 沸点：
  490.6±40.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  64.99
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3-Benzyloxy-5-hydroxymethyl-phenoxy)-acetic acid tert-butyl ester 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以88%的产率得到(3-Benzyloxy-5-formyl-phenoxy)-acetic acid tert-butyl ester
  参考文献：
  名称：

  Invertible amphiphilic polymers

  摘要：

  具有两性单体化合物及相应的同聚物和共聚物能够在流体介质中进行组装和可逆配置。

  公开号：

  US20070293669A1
• 作为产物：
  描述：

  3,5-二羟基苯甲酸 在 lithium aluminium tetrahydride 、 18-冠醚-6 、 硫酸 、 乙酸酐 、 potassium carbonate 、 sodium iodide 作用下， 以 四氢呋喃 、 丙酮 、 乙腈 为溶剂， 反应 56.0h， 生成 (3-Benzyloxy-5-hydroxymethyl-phenoxy)-acetic acid tert-butyl ester
  参考文献：
  名称：

  Invertible Amphiphilic Homopolymers

  摘要：

  Stimuli-responsive polymers and assemblies are viable candidates for the so-called "smart" materials. In this communication, we report a new class of amphiphilic homopolymers that forms micelle-like structures in polar solvents and inverted micelle-like structures in apolar solvents. We demonstrate that these superstructures are the result of the changes in the molecular-level conformations in the monomer.

  DOI：

  10.1021/ja047816a

文献信息

• Homopolymer Micelles in Heterogeneous Solvent Mixtures
  作者：Subhadeep Basu、Dharma Rao Vutukuri、S. Thayumanavan

  DOI：10.1021/ja056042a

  日期：2005.12.1

  Amphiphilic homopolymers containing a hydrophilic and a hydrophobic functionality in each monomer unit have been shown to form polar or apolar containers depending on the solvent environment. When presented with a mixture of solvents, these polymeric containers are capable of releasing certain guest molecules. The fundamental mechanism behind these properties is investigated, and the utility of these assemblies in separations has been demonstrated with an example.
• Comparison of Facially Amphiphilic Biaryl Dendrimers with Classical Amphiphilic Ones Using Protein Surface Recognition as the Tool
  作者：Akamol Klaikherd、Britto S. Sandanaraj、Dharma Rao Vutukuri、S. Thayumanavan

  DOI：10.1021/ja0622406

  日期：2006.7.19

  Facially amphiphilic biaryl dendrimers are compared with the more classical benzyl ether amphiphilic dendrimers for molecular recognition, using protein binding as the probe. The protein used for the proposed study is chymotrypsin (ChT). A generation-dependent binding affinity was observed with the benzyl ether dendrimers, while the affinities were independent of generation in the case of the biaryl dendrimers. Similarly, although the ligands incorporated in both dendrons are the same, the biaryl dendrimers are able to bind more proteins compared to the benzyl ether dendrimers. For example, G3-dendron of biaryl dendrimer can bind six molecules of chymotrypsin, whereas G3-analogue of benzyl ether dendrimers can bind only three molecules of chymotrypsin. This result is consistent with our hypothesis that the internal layers of the facially amphiphilic biaryl dendrons are solvent-exposed and accessible for recognition. In addition, the systematic size differences in dendrons were also used to gain insights into the substrate selectivity that the enzyme gains upon binding to a ligand scaffold.