N,N',N''-tris(diethoxyphosphoryl)diethylenetriamine | 134209-58-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: N,N',N''-tris(diethoxyphosphoryl)diethylenetriamine
• 英文别名: 1,4,7-tris(diethoxyphosphoryl)-1,4,7-triazaheptane；diethyl bis{2-[(diethoxyphosphoryl)amino]ethyl}phosphoramidate；N,N'-bis(diethoxyphosphoryl)-N'-[2-(diethoxyphosphorylamino)ethyl]ethane-1,2-diamine
• CAS: 134209-58-8
• 化学式: C₁₆H₄₀N₃O₉P₃
• 分子量: 511.43
• InChiKey: WWFWUXRRBSCJST-UHFFFAOYSA-N

物化性质

• 沸点：
  533.0±60.0 °C(Predicted)
• 密度：
  1.194±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  31
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2,6-二氯甲基吡啶 、 N,N',N''-tris(diethoxyphosphoryl)diethylenetriamine 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 甲苯 为溶剂， 以82%的产率得到3,6,9-tris(diethoxyphosphoryl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-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：

  二乙基亚磷酸氢酯 、 二乙烯三胺 在 四丁基溴化铵 、 potassium carbonate 、 potassium hydrogencarbonate 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 以70%的产率得到N,N',N''-tris(diethoxyphosphoryl)diethylenetriamine
  参考文献：
  名称：

  Synthesis of selectively protected polyaza macrocycles

  摘要：

  A general route to selectively protected polyaza macrocycles has been developed using a mixture of diethylphosphoryl and tosyl groups for protection of linear chain polyamines. Condensation of N-(diethoxy-phosphoryl)-N',N''-ditosydiethylenetriamine (1a), N,N''-bis(diethoxyphosphoryl)-N'-tosyldiethylenetriamine (1b) and N,N',N''-tri(diethoxyphosphoryl)diethylenetriamine (1c) with mesylates or tosylates 2 gave the corresponding macrocycles 3 in reasonable yield. The phosphoryl group was selectively removed with gaseous HCl in excellent yield.

  DOI：

  10.1021/jo00016a018