2-(N-methylbenzenesulfonylamino)-4-phenyl-6-methyl-pyrimidin-2(1H)-one-5-carboxylic acid methyl ester

• 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: 2-(N-methylbenzenesulfonylamino)-4-phenyl-6-methyl-pyrimidin-2(1H)-one-5-carboxylic acid methyl ester
• 英文别名: Methyl 2-[benzenesulfonyl(methyl)amino]-4-methyl-6-phenylpyrimidine-5-carboxylate
• 化学式: C₂₀H₁₉N₃O₄S
• 分子量: 397.455
• InChiKey: ZYHYXFORFURSMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  97.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-甲基-2-氧代-4-苯基-1,2-二氢嘧啶-5-羧酸甲酯 、 N-甲基苯磺酰胺 在 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以92%的产率得到2-(N-methylbenzenesulfonylamino)-4-phenyl-6-methyl-pyrimidin-2(1H)-one-5-carboxylic acid methyl ester
  参考文献：
  名称：

  Efficient Conversion of Biginelli 3,4-Dihydropyrimidin-2(1H)-one to Pyrimidines via PyBroP-Mediated Coupling

  摘要：

  An efficient two-step procedure is described to convert the Biginelli 3,4-dihydropyrimidin-2(1H)-one to various multi-functionalized pyrimidines via the Kappe dehydrogenation and a new mild PyBroP-mediated coupling with C, N, O, and S nucleophiles, which provides a readily accessible multifunctionalized pyrimidine template for diversity-oriented synthesis.

  DOI：

  10.1021/jo040281j

文献信息

• Efficient Conversion of Biginelli 3,4-Dihydropyrimidin-2(1<i>H</i>)-one to Pyrimidines via PyBroP-Mediated Coupling
  作者：Fu-An Kang、Jason Kodah、Qunying Guan、Xiaobing Li、William V. Murray

  DOI：10.1021/jo040281j

  日期：2005.3.1

  An efficient two-step procedure is described to convert the Biginelli 3,4-dihydropyrimidin-2(1H)-one to various multi-functionalized pyrimidines via the Kappe dehydrogenation and a new mild PyBroP-mediated coupling with C, N, O, and S nucleophiles, which provides a readily accessible multifunctionalized pyrimidine template for diversity-oriented synthesis.