methyl 3-acetyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate | 330567-73-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: methyl 3-acetyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• 英文别名: methyl 3-acetyl-6-methyl-2-oxo-4-phenyl-1,4-dihydropyrimidine-5-carboxylate
• CAS: 330567-73-2
• 化学式: C₁₅H₁₆N₂O₄
• 分子量: 288.303
• InChiKey: JVMZOUSLJQEGLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3-acetyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate 在 偶氮二甲酸二异丙酯 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 methyl 6-methyl-2-oxo-4-phenyl-1-(prop-2-yn-1-yl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Gold Catalyzed Cyclization of Alkyne-Tethered Dihydropyrimidones

  摘要：

  Dihydropyrimidones are an important class of biologically active heterocycles accessible from the multicomponent Biginelli condensation. Further manipulation of the dihydropyrimidone skeleton gives access to unique heterocycles. Presented herein is a Au-catalyzed cyclization of alkyne-tethered dihydropyrimidones to yield pyridopyrimidones.

  DOI：

  10.1021/ol2015658
• 作为产物：
  描述：

  乙酸酐 、 5-methoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到methyl 3-acetyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Gold Catalyzed Cyclization of Alkyne-Tethered Dihydropyrimidones

  摘要：

  Dihydropyrimidones are an important class of biologically active heterocycles accessible from the multicomponent Biginelli condensation. Further manipulation of the dihydropyrimidone skeleton gives access to unique heterocycles. Presented herein is a Au-catalyzed cyclization of alkyne-tethered dihydropyrimidones to yield pyridopyrimidones.

  DOI：

  10.1021/ol2015658

文献信息

• [EN] PYRIDOPYRIMIDINONE INHIBITORS OF VIRUSES<br/>[FR] INHIBITEURS DE VIRUS, DE TYPE PYRIDOPYRIMIDINONE
  申请人：UNIV BOSTON

  公开号：WO2013115884A2

  公开（公告）日：2013-08-08

  Provided herein are novel small molecule pyridomyrimidone viral inhibitor agents of Formula (I), such as 4-acetyl-2,3,7,8-tetrahydro-3-phenylpyrido[1,2-f]pyrimidin-1-one, and methods of using pharmaceutical compositions comprising such viral inhibitor agents of Formula (I) in inhibiting and treating viral infections. Methods of synthesizing such agents are also provided herein.
• Gold Catalyzed Cyclization of Alkyne-Tethered Dihydropyrimidones
  作者：Lauren E. Brown、Peng Dai、John A. Porco、Scott E. Schaus

  DOI：10.1021/ol2015658

  日期：2011.8.19

  Dihydropyrimidones are an important class of biologically active heterocycles accessible from the multicomponent Biginelli condensation. Further manipulation of the dihydropyrimidone skeleton gives access to unique heterocycles. Presented herein is a Au-catalyzed cyclization of alkyne-tethered dihydropyrimidones to yield pyridopyrimidones.