diethyl 4-[3-(2-methoxyphenyl)-3-oxopropyl]-1-methyl-5-oxo-5,6-dihydropyridine-2,2(1H)-dicarboxylate | 1400554-02-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: diethyl 4-[3-(2-methoxyphenyl)-3-oxopropyl]-1-methyl-5-oxo-5,6-dihydropyridine-2,2(1H)-dicarboxylate
• 英文别名: diethyl 4-[3-(2-methoxyphenyl)-3-oxopropyl]-1-methyl-3-oxo-2H-pyridine-6,6-dicarboxylate
• CAS: 1400554-02-0
• 化学式: C₂₂H₂₇NO₇
• 分子量: 417.459
• InChiKey: LLCYBSCPARWHNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  99.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diethyl 4-[3-(2-methoxyphenyl)-3-oxopropyl]-1-methyl-5-oxo-5,6-dihydropyridine-2,2(1H)-dicarboxylate 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以68%的产率得到diethyl 2-(2-methoxyphenyl)-7-methyl-7,8-dihydro-1,7-naphthyridine-6,6(5H)-dicarboxylate
  参考文献：
  名称：

  Cyclobutene Ring-Opening of Bicyclo[4.2.0]octa-1,6-dienes: Access to CF₃-Substituted 5,6,7,8-Tetrahydro-1,7-naphthyridines

  摘要：

  An efficient method for the synthesis of novel CF3-substituted tetrahydro-1,7-naphthyridines including cyclic alpha-amino acid derivatives has been developed. The method is based on unusual cyclobutene ring-opening of bicyclo[4.2.0]octa-1,6-dienes with pyrrolidine to afford the corresponding 1,5-diketones followed by their heterocyclization. A convenient one-pot procedure has been also elaborated starting from readily available trifluoromethylated 1,6-allenynes.

  DOI：

  10.1021/jo301501r
• 作为产物：
  描述：

  在 四氢吡咯 、 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.33h， 以58%的产率得到diethyl 4-[3-(2-methoxyphenyl)-3-oxopropyl]-1-methyl-5-oxo-5,6-dihydropyridine-2,2(1H)-dicarboxylate
  参考文献：
  名称：

  Cyclobutene Ring-Opening of Bicyclo[4.2.0]octa-1,6-dienes: Access to CF₃-Substituted 5,6,7,8-Tetrahydro-1,7-naphthyridines

  摘要：

  An efficient method for the synthesis of novel CF3-substituted tetrahydro-1,7-naphthyridines including cyclic alpha-amino acid derivatives has been developed. The method is based on unusual cyclobutene ring-opening of bicyclo[4.2.0]octa-1,6-dienes with pyrrolidine to afford the corresponding 1,5-diketones followed by their heterocyclization. A convenient one-pot procedure has been also elaborated starting from readily available trifluoromethylated 1,6-allenynes.

  DOI：

  10.1021/jo301501r