ethyl 2-cyano-3-(diethoxyphosphoryl)-3-(4-methoxyphenyl)propanoate | 22730-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 2-cyano-3-(diethoxyphosphoryl)-3-(4-methoxyphenyl)propanoate
• CAS: 22730-63-8
• 化学式: C₁₇H₂₄NO₆P
• 分子量: 369.354
• InChiKey: OCOUZNSFQVOBDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  25.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  94.85
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  ethyl (2E)-2-cyano-3-(4-methoxyphenyl)acrylate 、 亚磷酸二乙酯 在 ionic tagged propyl amine immobilized on magnetic nanoparticles 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以81%的产率得到ethyl 2-cyano-3-(diethoxyphosphoryl)-3-(4-methoxyphenyl)propanoate
  参考文献：
  名称：

  Novel Ionic Tagged Amine Anchored on Magnetic Nanoparticles: An Efficient and Magnetically Recyclable Catalyst for Phospha-Michael Addition

  摘要：

  Ionic tagged propyl amine immobilized on magnetic nanoparticles (MNPs) was synthesized and fully characterized. The novel catalyst (MNPs@PA-IL) was applied in phospha-Michael addition and gave the desired beta-phosphonomalonates in good yields. The MNPs supported catalyst with ionic tag could be readily recovered from the reaction mixture using an external magnet. Compared with ionic-free counterpart (MNPs@PA), MNPs@PA-IL present better catalytic activity. The proposed mechanism regarding the MNPs@PA-IL catalyzed phospha-Michael reaction was also discussed.

  DOI：

  10.1007/s10562-014-1342-1

文献信息

• Efficient, Solvent-Free, Multicomponent Method for Organic-Base-Catalyzed Synthesis of β-Phosphonomalonates
  作者：Reddi Mohan Naidu Kalla、Huiju Park、Hye Ri Lee、Hongsuk Suh、Il Kim

  DOI：10.1021/acscombsci.5b00109

  日期：2015.11.9

  An efficient, one-pot, di-n-butylamine-catalyzed, three-component synthesis of beta-phosphonomalonates has been developed. A wide range of substrates, including aromatic and fused aromatic aldehydes, were condensed with enolizable C-H activated compounds and dialkylphosphites to give the desired products in excellent yields. This method provides an eco-friendly alternative approach to rapid construction of a diversity-oriented library of beta-phosphonomalonates.
• Phosphonomethylation of malonic and cyanoagetic esters
  作者：B. E. Ivanov、L. A. Kudryavtseva、T. G. Bykova

  DOI：10.1007/bf00907048

  日期：1969.4