3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidine | 1254304-37-4

• 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: 3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidine
• CAS: 1254304-37-4
• 化学式: C₁₆H₁₈N₂O₄
• 分子量: 302.33
• InChiKey: FFJHCQLKDUSNHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  68.2
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  5-methoxycarbonyl-6-methyl-4-phenyl-1,4-dihydropyrimidine 、 氯甲酸乙酯 以 四氢呋喃 为溶剂， 生成 3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidine
  参考文献：
  名称：

  Regioselective addition reactions at C-2 of 3,4-dihydropyrimidinones. Synthesis and evaluation of multifunctionalized tetrahydropyrimidines

  摘要：

  Multifunctionalized tetrahydropyrimidines derivatives have been synthesized from Biginelli 3,4-dihydropyrimidin-2-(1H)-thiones (DHPMs) efficiently. The transformation includes desulfurization of DHPMs with Raney-Ni and subsequent regioselective C-2 functionalization using a variety of C-nucleophiles with simultaneous activation with ethyl chloroformate. Functionalized pyrimidine derivatives containing bulky substituents at C-2 of the pyrimidine ring are cytostatic. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.08.034