ethyl 6-methyl-2-oxo-4-(3-hydroxy-3-methyl-1-hexynyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate | 1379475-33-8

• 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-oxo-4-(3-hydroxy-3-methyl-1-hexynyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• 英文别名: ethyl 4-(3-hydroxy-3-methylhex-1-ynyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 1379475-33-8
• 化学式: C₁₅H₂₂N₂O₄
• 分子量: 294.351
• InChiKey: YIEMCYFJJLBCRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  87.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-hydroxy-4-methyl-2-heptynal 、 乙酰乙酸乙酯 、 尿素 在 polyphosphate ester 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以68%的产率得到ethyl 6-methyl-2-oxo-4-(3-hydroxy-3-methyl-1-hexynyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Synthesis of 4-Alkynyl-substituted 3,4-Dihydropyrimidin-2(1H)-ones

  摘要：

  4-Alkynyl-3,4-dihydropyrimidin-2-(1H)-ones were synthesized by a one-pot reaction of propynals, ethyl acetoacetate, and urea. The yields of acetylenic dihydropyrimidinones depend significantly upon the propynal structure and catalyst type. A comparative study of the catalysts revealed an important advantage of polyphosphate ester in tetrahydrofuran in comparison with hydrochloric acid in methanol or trimethylchlorosilane in dimethylformamide, allowing the preparation of target compounds in good or moderate yields.

  DOI：

  10.1080/00397911.2011.556298

文献信息

• Synthesis of 4-Alkynyl-substituted 3,4-Dihydropyrimidin-2(1<i>H</i>)-ones
  作者：Vladimir V. Novokshonov、Irina A. Novokshonova、Hien T. T. Nguyen、Alevtina S. Medvedeva

  DOI：10.1080/00397911.2011.556298

  日期：2012.8.15

  4-Alkynyl-3,4-dihydropyrimidin-2-(1H)-ones were synthesized by a one-pot reaction of propynals, ethyl acetoacetate, and urea. The yields of acetylenic dihydropyrimidinones depend significantly upon the propynal structure and catalyst type. A comparative study of the catalysts revealed an important advantage of polyphosphate ester in tetrahydrofuran in comparison with hydrochloric acid in methanol or trimethylchlorosilane in dimethylformamide, allowing the preparation of target compounds in good or moderate yields.