ethyl N-benzoyl-2-(dibutoxyphosphoryl)ethanimidate | 668490-90-2

• 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: ethyl N-benzoyl-2-(dibutoxyphosphoryl)ethanimidate
• 英文别名: ethyl N-benzoyl(dibutoxyphosphoryl)acetimidate；ethyl N-benzoyl(di(1-butoxy)phosphoryl)acetimidate；Ethanimidic acid, N-benzoyl-2-(dibutoxyphosphinyl)-, ethyl ester；ethyl N-benzoyl-2-dibutoxyphosphorylethanimidate
• CAS: 668490-90-2
• 化学式: C₁₉H₃₀NO₅P
• 分子量: 383.425
• InChiKey: RLEKQNNSRCZMTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl N-benzoyl-2-(dibutoxyphosphoryl)ethanimidate 、 氯磷酸二乙酯 在 sodium 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以88%的产率得到diethyl [2-benzoylimino-1-(dibutoxyphosphoryl)-2-ethoxyethyl]phosphonate
  参考文献：
  名称：

  N-substituted dibutoxyphosphorylacetimidates in phosphorylation reactions

  摘要：

  Reaction of N-substituted dibutoxyphosphorylacetimidates with sodium followed by phosphorylation of sodium derivatives with dialkyl chlorophosphates and phenyl dichlorophosphate proceeds selectively under mild conditions to form products of phosphorylation of the methylene group. The synthesized compounds possess potential antisecretory, immunosuppressive, hypolipidemic, and other types of biological activity.

  DOI：

  10.1134/s1070363217090390

文献信息

• Synthesis of C-phosphorylated acetamidines containing CH-acidic methylene group
  作者：V. E. Shishkin、E. V. Mednikov、M. A. Shevchenko、O. V. Anishchenko、Yu. V. Popov、E. V. Gurba、Chau Nyat Bang

  DOI：10.1134/s1070363210010093

  日期：2010.1

  C-Phosphorylated acetamidines with the methylene group linked to dialkoxyphosphoryl and amidine groups possessing CH-acidic properties were obtained and characterized. At the reaction of these amidines with sodium one hydrogen atom is substituted to form sodium derivatives interesting as intermediates for the syntheses of the organophosphorus compounds of versatile nature. Based on the CH-acidity of

  获得并表征了具有连接至二烷氧基磷酰基的亚甲基的C-磷酸化的乙am和具有CH-酸性的am基。在这些am与钠反应时，一个氢原子被取代以形成钠衍生物，这些钠衍生物是用作合成具有多种用途的有机磷化合物的中间体。基于C-磷酸化的乙acet的CH-酸度，开发了一种方便的方法来合成C-磷酸化的溴乙am。
• Condensation of N-substituted alkyl(dibutoxyphosphoryl)acetimidates with tribromoacetaldehyde
  作者：V. E. Shishkin、E. V. Mednikov、Yu. V. Popov、O. V. Anishchenko、M. I. Bondareva

  DOI：10.1134/s1070363210030114

  日期：2010.3

  N-Substituted alkyl(dibuthoxyphosphoryl)acetimidates enter into the reaction with tribromoacetaldehyde under mild conditions without catalyst to form products of addition to the carbonyl group, N-substituted ethyl-(4,4,4-tribromo-3-hydroxy-2-dibutoxyphosphoryl)butanimidates.

  N-取代的烷基（二丁氧基磷酸基）乙亚氨酸酯在温和的条件下与三溴乙醛进行反应，无需催化剂形成除羰基外的产物N-取代的乙基-（4,4,4-三溴-3-羟基-2-二丁氧基磷酰基）丁酰胺盐。
• Alkylation of C-Phosphorylated Acetimidates Containing an Activated Methylene Group
  作者：V. E. Shishkin、E. V. Mednikov、O. V. Anishchenko

  DOI：10.1007/s11176-005-0234-x

  日期：2005.3

  N-substituted dialkoxyphosphorylacetimidates, the methylene group located between the phosphoryl and imide groups exhibits substantial CH acidity. One methylene hydrogen atom is replaced in the reactions of these imidates with sodium metal or sodium alcoholates. The sodium derivatives react with alkyl halides to form the corresponding homologs of N-substituted dialkoxyphosphorylacetimidates.

  位于磷酰基和酰亚胺基团之间的亚甲基的N-取代的二烷氧基磷酰基乙酰亚氨酸酯显示出显着的CH酸度。这些酰亚胺与金属钠或醇钠的反应中取代了一个亚甲基氢原子。钠衍生物与烷基卤反应形成N-取代的二烷氧基磷酰基乙酰基亚氨酸盐的相应同系物。
• N-substituted dibutoxyphosphorylacetimidates in phosphorylation reactions
  作者：V. E. Shishkin、Yu. V. Popov、O. V. Anishchenko、M. A. Shevchenko、S. M. Ledenev、A. A. Moroz、I. A. Kosheleva

  DOI：10.1134/s1070363217090390

  日期：2017.9

  Reaction of N-substituted dibutoxyphosphorylacetimidates with sodium followed by phosphorylation of sodium derivatives with dialkyl chlorophosphates and phenyl dichlorophosphate proceeds selectively under mild conditions to form products of phosphorylation of the methylene group. The synthesized compounds possess potential antisecretory, immunosuppressive, hypolipidemic, and other types of biological activity.