dimethyl (2-methoxyphenyl)(phenylamino)methylphosphonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: dimethyl (2-methoxyphenyl)(phenylamino)methylphosphonate
• 英文别名: N-[dimethoxyphosphoryl-(2-methoxyphenyl)methyl]aniline
• 化学式: C₁₆H₂₀NO₄P
• 分子量: 321.313
• InChiKey: CGRBDLHPOAFHKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯胺 、 邻甲氧基苯甲醛 、 三甲氧基磷 在 lithium perchlorate lithium perchlorate 作用下， 反应 0.67h， 以88%的产率得到dimethyl (2-methoxyphenyl)(phenylamino)methylphosphonate
  参考文献：
  名称：

  高氯酸锂催化的三组分偶联：一种在无溶剂条件下合成 α-氨基膦酸盐的简便通用方法

  摘要：

  已开发出一种在固体高氯酸锂存在下，在无溶剂条件下合成 α-氨基膦酸盐的简单、有效和通用的方法。因此，在室温下以良好的产率相对较快地合成仲和叔α-氨基膦酸酯。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

  DOI：

  10.1002/ejoc.200300479

文献信息

• α-Aminophosphonates as novel anti-leishmanial chemotypes: synthesis, biological evaluation, and CoMFA studies
  作者：Srikant Bhagat、Parth Shah、Sanjeev K. Garg、Shweta Mishra、Preet Kamal Kaur、Sushma Singh、Asit K. Chakraborti

  DOI：10.1039/c3md00388d

  日期：——

  α-Aminophosphonates have been identified as novel anti-leishmanial chemotypes against theL. donovanipromastigote with low μM range activity.

  α-氨基膦酸酯已被确定为针对L. donovani原虫具有低微米范围活性的新型抗利什曼病化合物。
• Magnetic Fe₃O₄Nanoparticle-Supported Phosphotungstic Acid as a Recyclable Catalyst for the Kabachnik-Fields Reaction of Isatins, Imines, and Aldehydes under Solvent-Free Conditions
  作者：Mohd Nazish、S. Saravanan、Noor-ul H. Khan、Prathibha Kumari、Rukhsana I. Kureshy、Sayed H. R. Abdi、Hari C. Bajaj

  DOI：10.1002/cplu.201402191

  日期：2014.9.22

  reaction of isatins, imines, and aldehydes using dimethyl and diethyl phosphite as a nucleophile to give the corresponding α‐hydroxy and α‐amino phosphonates in excellent yields for a wide range of substrates. The reaction conditions were simple, green, and efficient. The catalyst was recycled up to five times with retention of its activity. Based on the NMR spectroscopy studies, a probable catalytic cycle

  磁性纳米颗粒负载的磷钨酸已被用于以亚磷酸二甲酯和亚磷酸二乙酯为亲核试剂，有效地催化靛红，亚胺和醛的加氢膦酰化反应，从而在宽范围内以优异的收率得到相应的α-羟基和α-氨基膦酸酯。的基板。反应条件简单，绿色，高效。在保持活性的情况下，将催化剂再循环至五次。基于NMR光谱学研究，提出了可能的催化循环。
• Superparamagnetic magnesium ferrite nanoparticles: a magnetically reusable and clean heterogeneous catalyst
  作者：Mehdi Sheykhan、Hossein Mohammadnejad、Jafar Akbari、Akbar Heydari

  DOI：10.1016/j.tetlet.2012.03.069

  日期：2012.6

  A highly efficient magnetically recoverable nano-catalyst was fabricated. The material synthesized has been fully characterized by vibrating sample magnetometry (VSM), X-ray powder diffraction, scanning and transmission electron microscopy, FT-IR, and the Brunauer-Emmett-Teller (BET) isotherm method. An investigation of its catalytic activity showed it to be a unique heterogeneous Lewis acid catalyst for the synthesis of alpha-hydroxy and alpha-aminophosphonates, giving a total turnover number >= 450 for five consecutive runs. The catalyst is superparamagnetic having a 'magnetization (left behind after an external magnetic field is removed)' to 'magnetic saturation' ratio of about 0.0008, and thus could be easily separated by the use of an external magnetic field and was not agglomerated by exposure to magnetic fields. (C) 2012 Elsevier Ltd. All rights reserved.
• Lithium Perchlorate-Catalyzed Three-Component Coupling: A Facile and General Method for the Synthesis ofα-Aminophosphonates under Solvent-Free Conditions
  作者：Najmedin Azizi、Mohammad R. Saidi

  DOI：10.1002/ejoc.200300479

  日期：2003.12

  A simple, efficient, and general method has been developed for the synthesis of α-aminophosphonates in the presence of solid lithium perchlorate under solvent-free conditions. Thus secondary and tertiary α-aminophosphonates were synthesized relatively quickly in good yields at room temperature. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

  已开发出一种在固体高氯酸锂存在下，在无溶剂条件下合成 α-氨基膦酸盐的简单、有效和通用的方法。因此，在室温下以良好的产率相对较快地合成仲和叔α-氨基膦酸酯。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)