(Z)-1-(4-acetoxybut-2-enyl)-6-azauracil

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: (Z)-1-(4-acetoxybut-2-enyl)-6-azauracil
• 英文别名: [(Z)-4-(3,5-dioxo-1,2,4-triazin-2-yl)but-2-enyl] acetate
• 化学式: C₉H₁₁N₃O₄
• 分子量: 225.204
• InChiKey: LOMCVIBNJVYAJR-IHWYPQMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  88.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-1-(4-acetoxybut-2-enyl)-6-azauracil 在 H⁺ resin 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 (Z)-1-(4-hydroxybut-2-enyl)-6-azauracil
  参考文献：
  名称：

  一些不饱和6-氮嘧啶无环核苷的合成及生物活性

  摘要：

  A useful route is described for obtaining Z and E unsaturated alkylating agents 3 and 4. Coupling 6-azauracits 5 and 6 with unsaturated alkylating agent followed by the deprolection with H' resin gave acyclonucleosides 11-14 in good overall yields. Unsaturated acyclonucleosides phosphonates 19 and 20 were prepared using potassium carbonate as base and 4-bromobut-2-enyl diethyl phosphonate 16 as the alkylating agent. The introduction of a propargyl group at the N-3 position of acyclonucleasides 7, 8, 17, 18, 19, and 20 was achieved using potassium carbonate in DMF.

  DOI：

  10.1081/ncn-200055695
• 作为产物：
  描述：

  6-氮杂脲嘧啶 、 (Z)-4-bromo-2-butenyl acetate 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以50%的产率得到(Z)-1-(4-acetoxybut-2-enyl)-6-azauracil
  参考文献：
  名称：

  一些不饱和6-氮嘧啶无环核苷的合成及生物活性

  摘要：

  A useful route is described for obtaining Z and E unsaturated alkylating agents 3 and 4. Coupling 6-azauracits 5 and 6 with unsaturated alkylating agent followed by the deprolection with H' resin gave acyclonucleosides 11-14 in good overall yields. Unsaturated acyclonucleosides phosphonates 19 and 20 were prepared using potassium carbonate as base and 4-bromobut-2-enyl diethyl phosphonate 16 as the alkylating agent. The introduction of a propargyl group at the N-3 position of acyclonucleasides 7, 8, 17, 18, 19, and 20 was achieved using potassium carbonate in DMF.

  DOI：

  10.1081/ncn-200055695