5-acetyl-4-(4-methoxyphenyl)-6-phenyl-3,4-dihydro-1H-pyrimidin-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 5-acetyl-4-(4-methoxyphenyl)-6-phenyl-3,4-dihydro-1H-pyrimidin-2-one
• 化学式: C₁₉H₁₈N₂O₃
• 分子量: 322.364
• InChiKey: ZNHDLXZTWSOEAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 尿素 、 1-苯基-1,3-丁二酮 在 α-chymotrypsin from porcine pancreas 作用下， 以 乙醇 为溶剂， 反应 0.83h， 以92%的产率得到5-acetyl-4-(4-methoxyphenyl)-6-phenyl-3,4-dihydro-1H-pyrimidin-2-one
  参考文献：
  名称：

  Efficient biocatalytic strategy for one-pot Biginelli reaction via enhanced specific effects of microwave in a circulating reactor

  摘要：

  A one-pot efficient biocatalytic strategy for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones was developed in a circulating microwave reactor selecting alpha-chymotrypsin as the promiscuous biocatalyst. In the circulating reaction system, the combination of microwave heating and external cooling could avoid the denaturation and inactivation of enzyme, and greatly improved the radiation power of microwave, thus improving the specific effects of microwave. During the reaction process, the microwave radiation power was automatically adjusted by adjusting the speed of the reaction mixture circulation. When the microwave power was maintained at 110 W, the best results could be obtained with the highest yield of 96% at 55 degrees C in 50 min, and the reaction had a wide range of substrates. But no obvious product was detected in a tank microwave reactor at 55 degrees C for 100 min, under this condition, the microwave power was maintained at about 3 W. As a contrast, the reaction only obtained 63% yield in 55 degrees C oil bath for 96 h.

  DOI：

  10.1016/j.bioorg.2020.103949