(E)-2-(5-Fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-but-2-enedioic acid diethyl ester | 234098-03-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-2-(5-Fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-but-2-enedioic acid diethyl ester
• 英文别名: diethyl (E)-2-(5-fluoro-2,4-dioxopyrimidin-1-yl)but-2-enedioate
• CAS: 234098-03-4
• 化学式: C₁₂H₁₃FN₂O₆
• 分子量: 300.243
• InChiKey: LFTVLOGTGQVBHT-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-溴丙烯 、 (E)-2-(5-Fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-but-2-enedioic acid diethyl ester 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 以87%的产率得到(E)-2-(3-Allyl-5-fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-but-2-enedioic acid diethyl ester
  参考文献：
  名称：

  Synthesis of Alkenyl Acyclonucleosides Derivatives of 5-Halogenouracil as Antiviral and Antitumoral Agents

  摘要：

  Alkenyl acyclonudeosides derivatives of 5-halogenouracil have been synthesized via Michael addition reaction. These compounds were treated by allylbromide, propargylbromide or ethylbromoacetate to give the corresponding N-1,N-3-disubstituted 5-halogenouracil.

  DOI：

  10.1080/15257779908041535
• 作为产物：
  描述：

  5-氟脲嘧啶 、 丁炔二酸二乙酯 在 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.5h， 生成 (Z)-2-(5-Fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-but-2-enedioic acid diethyl ester 、 (E)-2-(5-Fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-but-2-enedioic acid diethyl ester
  参考文献：
  名称：

  Synthesis of Alkenyl Acyclonucleosides Derivatives of 5-Halogenouracil as Antiviral and Antitumoral Agents

  摘要：

  Alkenyl acyclonudeosides derivatives of 5-halogenouracil have been synthesized via Michael addition reaction. These compounds were treated by allylbromide, propargylbromide or ethylbromoacetate to give the corresponding N-1,N-3-disubstituted 5-halogenouracil.

  DOI：

  10.1080/15257779908041535

文献信息

• Synthesis of Alkenyl Acyclonucleosides Derivatives of 5-Halogenouracil as Antiviral and Antitumoral Agents
  作者：A. Rochdi、M. Taourirte、N. Redwane、H. B. Lazrek、J. L. Barascut、J. L. Imbach

  DOI：10.1080/15257779908041535

  日期：1999.4

  Alkenyl acyclonudeosides derivatives of 5-halogenouracil have been synthesized via Michael addition reaction. These compounds were treated by allylbromide, propargylbromide or ethylbromoacetate to give the corresponding N-1,N-3-disubstituted 5-halogenouracil.