N-benzyl-3,3,3-trifluoro-2-hydroxy-2-(4-methoxyphenyl)propanamide | 1456823-04-3

• 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: N-benzyl-3,3,3-trifluoro-2-hydroxy-2-(4-methoxyphenyl)propanamide
• CAS: 1456823-04-3
• 化学式: C₁₇H₁₆F₃NO₃
• 分子量: 339.314
• InChiKey: NSJWAFKOJAKFGI-UHFFFAOYSA-N

物化性质

• 熔点：
  137-139 °C
• 沸点：
  525.2±50.0 °C(predicted)
• 密度：
  1.301±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.33h， 生成 N-benzyl-3,3,3-trifluoro-2-hydroxy-2-(4-methoxyphenyl)propanamide
  参考文献：
  名称：

  Novel Ultrasound-Promoted Parallel Synthesis of Trifluoroatrolactamide Library via a One-Pot Passerini/Hydrolysis Reaction Sequence and Their Fungicidal Activities

  摘要：

  An ultrasound-promoted one-pot Passerini/hydrolysis reaction sequence has been developed for the synthesis of trifluoroatrolactamide derivatives using a diverse range of trifluoroacetophenones and isonitriles in acetic acid. Parallel synthesis in a centrifuge tube using a noncontact ultrasonic cell crusher was used in this study as an efficient method for the rapid generation of combinatorial trifluoroatrolactamide libraries, and subsequent biochemical evaluation of the resulting compounds indicated that they possessed excellent broad-spectrum fungicidal activities. N-(4-chlorophenyl)-2-(4-ethylphenyl)-3,3,3-trifluoro-2-hydroxypropanamide and N-(4-chlorophenyl)-3,3,3-trifluoro-2-hydroxy-2-(4-methoxyphenyl)propanamide, in particular, showed significant fungicidal activities against all of the fungal species tested in the current study.

  DOI：

  10.1021/co400111r