methyl 6-methyl-1-(oct-2-yn-1-yl)-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate | 1315320-83-2

• 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 6-methyl-1-(oct-2-yn-1-yl)-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• 英文别名: Methyl 4-methyl-3-oct-2-ynyl-2-oxo-6-phenyl-1,6-dihydropyrimidine-5-carboxylate；methyl 4-methyl-3-oct-2-ynyl-2-oxo-6-phenyl-1,6-dihydropyrimidine-5-carboxylate
• CAS: 1315320-83-2
• 化学式: C₂₁H₂₆N₂O₃
• 分子量: 354.449
• InChiKey: CBAPXLVTCFSDQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 6-methyl-1-(oct-2-yn-1-yl)-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate 在 gold(I) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 18.0h， 以58%的产率得到methyl 1-oxo-6-pentyl-3-phenyl-2,3,7,8-tetrahydro-1H-pyrido[1,2-c]pyrimidine-4-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：

  2-辛炔-1-醇 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-1-(oct-2-yn-1-yl)-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

• 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.