N-diethylphosphoryl-3-azapentane-1,5-di-p-toluenesulfonate | 170463-54-4

• 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: N-diethylphosphoryl-3-azapentane-1,5-di-p-toluenesulfonate
• CAS: 170463-54-4
• 化学式: C₂₂H₃₂NO₉PS₂
• 分子量: 549.603
• InChiKey: LLLHHGXHVPIMSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  35.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  125.51
• 氢给体数：
  0.0
• 氢受体数：
  9.0

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：

  bis-(2-hydroxy-ethyl)-amidophosphoric acid diethyl ester 、 对甲苯磺酰氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 N-diethylphosphoryl-3-azapentane-1,5-di-p-toluenesulfonate
  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

文献信息

• Macrocyclic dithiomaleonitrile derivatives containing sulfur and nitrogen heteroatoms
  作者：Steven J. Lange、John W. Sibert、Charlotte L. Stern、A.G.M. Barrett、Brian M. Hoffman

  DOI：10.1016/0040-4020(95)00439-f

  日期：1995.7

  A general synthetic method for incorporation of the dithiomaleonitrile unit into macrocycles containing sulfur, oxygen, and nitrogen heteroatoms is presented along with the single-crystal X-ray structures of the thiacrowns. In addition to being new ligands, these macrocycles are direct precursors to peripherally crown functionalized porphyrazines capable of coordinating multiple metal ions.