O,O-dimethyl 1-{[4-(trifluoromethyl)phenyl]amino}-1-phenyl-methylphosphonate

• 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: O,O-dimethyl 1-{[4-(trifluoromethyl)phenyl]amino}-1-phenyl-methylphosphonate
• 英文别名: dimethyl (phenyl((4-(trifluoromethyl)phenyl)amino)methyl)phosphonate；N-[dimethoxyphosphoryl(phenyl)methyl]-4-(trifluoromethyl)aniline
• 化学式: C₁₆H₁₇F₃NO₃P
• 分子量: 359.285
• InChiKey: ASMNXEIDQCESJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  对三氟甲基苯胺 、 苯甲醛 、 亚磷酸二甲酯 以 甲苯 为溶剂， 以30%的产率得到O,O-dimethyl 1-{[4-(trifluoromethyl)phenyl]amino}-1-phenyl-methylphosphonate
  参考文献：
  名称：

  Synthesis and Bioactivity of a-Aminophosphonates Containing Fluorine

  摘要：

  通过Mannich型反应合成了21种含氟的α-氨基膦酸酯。它们的结构通过元素分析、红外光谱、1H-NMR和质谱确定。在现场测试中，这些新化合物中的一些显示出对烟草花叶病毒（TMV）具有很高的抗病毒活性。化合物4f的分子几何形状通过X射线衍射结构分析确定。

  DOI：

  10.3390/80100186

文献信息

• Silver‐Catalyzed One‐Pot Three‐Component Synthesis of α‐Aminonitriles and Biologically Relevant α‐Amino‐phosphonates
  作者：Vipin K. Pandey、Chandra Shekhar Tiwari、Arnab Rit

  DOI：10.1002/asia.202200703

  日期：2022.10.17

  AbstractA simple silver salt (AgSbF6)‐catalyzed aminophosphonylation and Strecker reaction have been developed and successfully applied to a wide range of substrates (>55 substrates). This solvent‐, ligand‐, and base‐free one‐pot three‐component protocol operates effectively at room temperature to provide diversified α‐aminophosphonates and α‐aminonitriles, which gave access to the respective α‐amino amides. Importantly, the present catalyst system is also capable to produce the rarely reported and biologically relevant aminophosphonates (having anti‐leishmanial activity). Further, mechanistic studies reveal that the present phosphonylation protocol follows a radical pathway.
• Synthesis and Bioactivity of a-Aminophosphonates Containing Fluorine
  作者：Bao-An Song、Yang-Lan Wu、Song Yang、De-Yu Hu、Xiang-Qiong He、Lin-Hong Jin

  DOI：10.3390/80100186

  日期：——

  Twenty-one a-aminophosphonates containing fluorine were synthesized by Mannich-type reactions. Their structures were established by elemental analysis, IR, 1H- NMR and MS. In field tests, some of these new compounds display high antiviral activity against the tobacco mosaic virus (TMV). The molecular geometry of compound 4f was determined by X-ray diffraction structure analysis.

  通过Mannich型反应合成了21种含氟的α-氨基膦酸酯。它们的结构通过元素分析、红外光谱、1H-NMR和质谱确定。在现场测试中，这些新化合物中的一些显示出对烟草花叶病毒（TMV）具有很高的抗病毒活性。化合物4f的分子几何形状通过X射线衍射结构分析确定。