Acetic acid 3,5-bis-acetoxymethyl-phenyl ester | 208511-33-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: Acetic acid 3,5-bis-acetoxymethyl-phenyl ester
• CAS: 208511-33-5
• 化学式: C₁₄H₁₆O₆
• 分子量: 280.277
• InChiKey: DGBFHWRRTHFGGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.74
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-diethylphosphoryl-3-azapentane-1,5-di-p-toluenesulfonate 、 Acetic acid 3,5-bis-acetoxymethyl-phenyl ester 在 18-冠醚-6 、 potassium carbonate 作用下， 生成 Acetic acid 3-acetoxymethyl-5-{2-[[2-(3,5-bis-acetoxymethyl-phenoxy)-ethyl]-(diethoxy-phosphoryl)-amino]-ethoxy}-benzyl ester
  参考文献：
  名称：

  The Synthesis and Characterization of a New Family of Polyamide Dendrimers

  摘要：

  A new family of dendrimers has been constructed with 5-hydroxyisophthalic acid and diethanolamine as the sources of the branching units. The design of a second-generation building block in the form of an orthogonally-protected aminotetraacid (a single diethylphosphoramide-protected amine and four methyl-ester-protected carboxylic acid groups) has been established by a series of logical developments involving the synthesis of various dendrimer prototypes. This building block has been utilized in both convergent and divergent methods in the synthesis of monodisperse dendrimers up to the fourth generation and subsequently polydisperse sixth-generation dendrimers at the level of a mixture. One-, two-, and three-directional dendrimers of the second and fourth generation were synthesized in order to carry out detailed comparisons by GPC and by H-1 NMR spectroscopy. The GPC results suggest that the fourth-generation dendrimers adopt globular shapes, while the variable-temperature NMR spectroscopic investigations demonstrate that the periphery of the fourth-generation dendrimer is less mobile than either of its internal regions or the analogous portions of the second-generation dendrimer. Molecular modeling suggests highly globular shapes for the larger dendrimers and gives values for molecular radii in very close agreement with those obtained from analysis of the GPC results.

  DOI：

  10.1002/(sici)1521-3765(19980515)4:5<781::aid-chem781>3.0.co;2-3
• 作为产物：
  描述：

  5-羟基间苯二甲酸 在 吡啶 、 lithium aluminium tetrahydride 、 硫酸 作用下， 以 四氢呋喃 为溶剂， 反应 47.0h， 生成 Acetic acid 3,5-bis-acetoxymethyl-phenyl ester
  参考文献：
  名称：

  The Synthesis and Characterization of a New Family of Polyamide Dendrimers

  摘要：

  A new family of dendrimers has been constructed with 5-hydroxyisophthalic acid and diethanolamine as the sources of the branching units. The design of a second-generation building block in the form of an orthogonally-protected aminotetraacid (a single diethylphosphoramide-protected amine and four methyl-ester-protected carboxylic acid groups) has been established by a series of logical developments involving the synthesis of various dendrimer prototypes. This building block has been utilized in both convergent and divergent methods in the synthesis of monodisperse dendrimers up to the fourth generation and subsequently polydisperse sixth-generation dendrimers at the level of a mixture. One-, two-, and three-directional dendrimers of the second and fourth generation were synthesized in order to carry out detailed comparisons by GPC and by H-1 NMR spectroscopy. The GPC results suggest that the fourth-generation dendrimers adopt globular shapes, while the variable-temperature NMR spectroscopic investigations demonstrate that the periphery of the fourth-generation dendrimer is less mobile than either of its internal regions or the analogous portions of the second-generation dendrimer. Molecular modeling suggests highly globular shapes for the larger dendrimers and gives values for molecular radii in very close agreement with those obtained from analysis of the GPC results.

  DOI：

  10.1002/(sici)1521-3765(19980515)4:5<781::aid-chem781>3.0.co;2-3