Diethyl-(4,4-diethoxybutylamino)methyl phosphonate | 1585296-76-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: Diethyl-(4,4-diethoxybutylamino)methyl phosphonate
• 英文别名: Diethyl {[(4,4-diethoxybutyl)amino]methyl}phosphonate；N-(diethoxyphosphorylmethyl)-4,4-diethoxybutan-1-amine
• CAS: 1585296-76-9
• 化学式: C₁₃H₃₀NO₅P
• 分子量: 311.359
• InChiKey: JUEVRBABJKAPQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Diethyl-(4,4-diethoxybutylamino)methyl phosphonate 在 丙酮 作用下， 以 水 为溶剂， 反应 168.0h， 以44%的产率得到ethyl-(4,4-diethoxybutylamino)methyl phosphonate
  参考文献：
  名称：

  Synthesis and structure of phosphorylated acetals

  摘要：

  The Kabachnik-Fields reaction in a triple system (aminoacetal-paraform-diethyphosphite) resulted in the formation of the previously unknown aminophosphonates that contained the acetyl group and also their monoesters. Structures of the products were confirmed by H-1 NMR, IR spectra and X-ray diffraction analysis. The MALDI mass spectra indicated that the presence of N-hydroxyethoxyphosphorylmethylaminomethyl groups underlies the ability of these compounds to self-assembly with the formation of n-dimensional H-bonded associations.

  DOI：

  10.1134/s1070363214020236
• 作为产物：
  描述：

  聚合甲醛 、 4-氨基丁醛缩二乙醇 、 亚磷酸二乙酯 在 potassium carbonate 作用下， 以 苯 为溶剂， 反应 0.5h， 以93%的产率得到Diethyl-(4,4-diethoxybutylamino)methyl phosphonate
  参考文献：
  名称：

  Synthesis and structure of phosphorylated acetals

  摘要：

  The Kabachnik-Fields reaction in a triple system (aminoacetal-paraform-diethyphosphite) resulted in the formation of the previously unknown aminophosphonates that contained the acetyl group and also their monoesters. Structures of the products were confirmed by H-1 NMR, IR spectra and X-ray diffraction analysis. The MALDI mass spectra indicated that the presence of N-hydroxyethoxyphosphorylmethylaminomethyl groups underlies the ability of these compounds to self-assembly with the formation of n-dimensional H-bonded associations.

  DOI：

  10.1134/s1070363214020236

文献信息

• One-Pot Synthesis of N-(Phosphorylmethyl)Pyrrolidines via Acid-Catalyzed Cascade Elimination/Cyclization/Friedel–Crafts Reaction
  作者：Liliya I. Vagapova、Alexander R. Burilov、Almir S. Gazizov、Julia K. Voronina、Igor A. Litvinov、Essan M. Mahrous、David Virieux、Jean-Luс Pirat、Kiryll V. Matylitskii、Mikhail A. Pudovik

  DOI：10.1007/s10593-020-02697-2

  日期：2020.5

  The efficient approach to novel water-soluble 2-aryl-substituted N-(phosphorylmethyl)pyrrolidines via acid-catalyzed elimination/cyclization/Friedel–Crafts reaction sequence of [(4,4-diethoxybutyl)amino]methyl}phosphonates is proposed. Zwitterionic structure of N-(phosphorylmethyl) pyrrolidines has been proved by X-ray crystallography.

  提出了一种通过[（4,4-二乙氧基丁基）氨基]甲基}膦酸酯的酸催化消除/环化/ Friedel-Crafts反应序列制备新型水溶性2-芳基取代的N-（磷酰基甲基）吡咯烷酮的有效方法。X射线晶体学证明了N-（磷酰基甲基）吡咯烷的两性离子结构。