ethyl 6-methyl-2-(3-nitrophenyl)-4-phenyl-1,4-dihydropyrimidine-5-carboxylate | 1375147-96-8

• 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: ethyl 6-methyl-2-(3-nitrophenyl)-4-phenyl-1,4-dihydropyrimidine-5-carboxylate
• 英文别名: Ethyl 6-methyl-2-(3-nitrophenyl)-4-phenyl-1,4-dihydropyrimidine-5-carboxylate
• CAS: 1375147-96-8
• 化学式: C₂₀H₁₉N₃O₄
• 分子量: 365.389
• InChiKey: LRCMNDVGVOJSLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  96.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-甲基-4-苯基-2-硫代-1,2,3,4-四氢嘧啶-5-羧酸乙酯 、 tributyl(3-nitrophenyl)stannane 在 四(三苯基膦)钯 、 copper(I) bromide dimethylsulfide complex 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以92%的产率得到ethyl 6-methyl-2-(3-nitrophenyl)-4-phenyl-1,4-dihydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Optimized Liebeskind–Srogl coupling reaction between dihydropyrimidines and tributyltin compounds

  摘要：

  We developed an optimized Liebeskind-Srogl reaction in order to synthesize potentially biologically active 2-aryl-1,4-dihydropyrimidines. The pallado-catalyzed cross-coupling reaction between dihydropyrimidines and tributyltin derivatives appears particularly efficient (67-95% yields) when using CuBr.Me2S as the copper cofactor. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.03.067

文献信息

• Optimized Liebeskind–Srogl coupling reaction between dihydropyrimidines and tributyltin compounds
  作者：Qi Sun、Franck Suzenet、Gérald Guillaumet

  DOI：10.1016/j.tetlet.2012.03.067

  日期：2012.5

  We developed an optimized Liebeskind-Srogl reaction in order to synthesize potentially biologically active 2-aryl-1,4-dihydropyrimidines. The pallado-catalyzed cross-coupling reaction between dihydropyrimidines and tributyltin derivatives appears particularly efficient (67-95% yields) when using CuBr.Me2S as the copper cofactor. (C) 2012 Elsevier Ltd. All rights reserved.