1-[5-acetyl-2,6-dimethyl-4-(4-trifluoromethylphenyl)-1,4-dihydropyridin-3-yl]ethanone | 1290639-42-7

• 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: 1-[5-acetyl-2,6-dimethyl-4-(4-trifluoromethylphenyl)-1,4-dihydropyridin-3-yl]ethanone
• 英文别名: 1-[5-Acetyl-2,6-dimethyl-4-[4-(trifluoromethyl)phenyl]-1,4-dihydropyridin-3-yl]ethanone
• CAS: 1290639-42-7
• 化学式: C₁₈H₁₈F₃NO₂
• 分子量: 337.342
• InChiKey: GKZDULGOFCMJPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙酰胺 、 对三氟甲基苯甲醛 、 乙酰丙酮 在 Candida antarctica lipase B immobilized on acrylic resin 作用下， 以 甲基叔丁基醚 为溶剂， 反应 72.0h， 以89%的产率得到1-[5-acetyl-2,6-dimethyl-4-(4-trifluoromethylphenyl)-1,4-dihydropyridin-3-yl]ethanone
  参考文献：
  名称：

  Candida antarctica lipase B-catalyzed the unprecedented three-component Hantzsch-type reaction of aldehyde with acetamide and 1,3-dicarbonyl compounds in non-aqueous solvent

  摘要：

  A direct approach to 1,4-dihydropyridines by lipase-catalyzed unprecedented three-component Hantzschtype reaction of aldehyde with 1,3-dicarbonyl compounds and acetamide in non-aqueous solvent has been developed. Some control experiments have been performed to demonstrate the specific catalytic effect of CAL-B. Acetamide was utilized as a novel ammonia source in the Hantzsch-type reaction for the first time. An array of 1,4-dihydropyridines was successfully synthesized through this methodology. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.045