1,5,9-tris(diethoxyphosphoryl)-1,5,9-triazanonane | 281193-15-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5,9-tris(diethoxyphosphoryl)-1,5,9-triazanonane
• 英文别名: diethyl bis{3-[(diethoxyphosphoryl)amino]propyl}phosphoramidate；N,N'-bis[diethoxy(oxido)phosphaniumyl]-N'-[3-[[diethoxy(oxido)phosphaniumyl]amino]propyl]propane-1,3-diamine
• CAS: 281193-15-5
• 化学式: C₁₈H₄₄N₃O₉P₃
• 分子量: 539.483
• InChiKey: OYEZWBHAAJAAQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  33
• 可旋转键数：
  23
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  152
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,5,9-tris(diethoxyphosphoryl)-1,5,9-triazanonane 在 盐酸 、 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 生成 3,7,11-triazabicyclo[11.3.1]heptadeca-1(16),13(17),14-triene
  参考文献：
  名称：

  Diethoxyphosphoryl as a Protecting-Activating Group in the Synthesis of Polyazacyclophanes

  摘要：

  The fully diethoxyphosphoryl(Dep)-protected polyamines 1b-3b were prepared from the corresponding polyamines with 'diethyl phosphite' (= diethyl phosphonate) and CCl4 in a solid base/organic liquid two-phase system in the presence of Bu4NBr as phase-transfer catalyst. Subsequent phase-transfer-catalyzed alkylation of phosphoramidates 1b-3b with bis(chloromethyl)arenes 5-8 in the presence of Bu4N(HSO4) followed by deprotection gave good yields of polyazacyclophanes 9a-16a.

  DOI：

  10.1002/(sici)1522-2675(20000412)83:4<793::aid-hlca793>3.0.co;2-3
• 作为产物：
  描述：

  3,3'-二氨基二丙基胺 、 亚磷酸二乙酯 在 四丁基溴化铵 、 碳酸氢钠 、 potassium carbonate 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 生成 1,5,9-tris(diethoxyphosphoryl)-1,5,9-triazanonane
  参考文献：
  名称：

  Diethoxyphosphoryl as a Protecting-Activating Group in the Synthesis of Polyazacyclophanes

  摘要：

  The fully diethoxyphosphoryl(Dep)-protected polyamines 1b-3b were prepared from the corresponding polyamines with 'diethyl phosphite' (= diethyl phosphonate) and CCl4 in a solid base/organic liquid two-phase system in the presence of Bu4NBr as phase-transfer catalyst. Subsequent phase-transfer-catalyzed alkylation of phosphoramidates 1b-3b with bis(chloromethyl)arenes 5-8 in the presence of Bu4N(HSO4) followed by deprotection gave good yields of polyazacyclophanes 9a-16a.

  DOI：

  10.1002/(sici)1522-2675(20000412)83:4<793::aid-hlca793>3.0.co;2-3

文献信息

• New Efficient Procedure for the Use of Diethoxyphosphoryl as a Protecting Group in the Synthesis of Polyazamacrocycles. Preparation of Polyazacyclophanes Derived from Resorcinol
  作者：M. Isabel Burguete、Laura López-Diago、Enrique García-España、Francisco Galindo、Santiago V. Luis、Juan F. Miravet、Dariusz Sroczynski

  DOI：10.1021/jo0353381

  日期：2003.12.1

  The synthesis of polyazamacrocycles containing an electron-rich aromatic subunit derived from resorcinol is described. The reported synthetic procedure is based on the use of diethoxyphosphoryl (Dep) as an amine protecting group. The new conditions employed for the cyclization reaction allow for a generalized use of Dep in the synthesis of polyazamacrocycles.

  描述了含有衍生自间苯二酚的富电子芳族亚基的聚氮杂大环化合物的合成。报道的合成方法是基于二乙氧基磷酰基（Dep）作为胺保护基的使用。用于环化反应的新条件允许Dep在聚氮杂大环化合物的合成中得到普遍使用。
• Diethoxyphosphoryl as a Protecting-Activating Group in the Synthesis of Polyazacyclophanes
  作者：Andrea Chellini、Roberto Pagliarin、Giovanni B. Giovenzana、Giovanni Palmisano、Massimo Sisti

  DOI：10.1002/(sici)1522-2675(20000412)83:4<793::aid-hlca793>3.0.co;2-3

  日期：2000.4.12

  The fully diethoxyphosphoryl(Dep)-protected polyamines 1b-3b were prepared from the corresponding polyamines with 'diethyl phosphite' (= diethyl phosphonate) and CCl4 in a solid base/organic liquid two-phase system in the presence of Bu4NBr as phase-transfer catalyst. Subsequent phase-transfer-catalyzed alkylation of phosphoramidates 1b-3b with bis(chloromethyl)arenes 5-8 in the presence of Bu4N(HSO4) followed by deprotection gave good yields of polyazacyclophanes 9a-16a.