1-[(E)-4-hydroxy-3-methyl-but-2-enyl]thymine

• 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: 1-[(E)-4-hydroxy-3-methyl-but-2-enyl]thymine
• 英文别名: 1-[(E)-4-hydroxy-3-methyl-but-2-enyl]-5-methyl-pyrimidine-2,4-dione；1-[(E)-4-hydroxy-3-methylbut-2-enyl]-5-methylpyrimidine-2,4-dione
• 化学式: C₁₀H₁₄N₂O₃
• 分子量: 210.233
• InChiKey: NWCCAORJZGDKNZ-XVNBXDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-4-(t-butyldimethylsilyloxy)-3-methyl-but-2-enyl bromide 在 四丁基氟化铵 、 caesium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-[(E)-4-hydroxy-3-methyl-but-2-enyl]thymine
  参考文献：
  名称：

  Concise Synthesis and Antiviral Activity of Novel Unsaturated Acyclic Pyrimidine Nucleosides

  摘要：

  Novel acyclic nucleoside analogues were designed and synthesized as open-chain analogues of neplanocin A. The coupling of the allylic bromide with pyrimidine bases using cesium carbonate afforded a series of novel acyclic nucleosides. The synthesized compounds 15-22 were evaluated for their antiviral activity against various viruses such as HIV, HSV-1, HSV-2, and HCMV.

  DOI：

  10.1081/ncn-200051913

文献信息

• Concise Synthesis and Antiviral Activity of Novel Unsaturated Acyclic Pyrimidine Nucleosides
  作者：Chang-Hyun Oh、Tae-Rim Baek、Joon Hee Hong

  DOI：10.1081/ncn-200051913

  日期：2005.2.1

  Novel acyclic nucleoside analogues were designed and synthesized as open-chain analogues of neplanocin A. The coupling of the allylic bromide with pyrimidine bases using cesium carbonate afforded a series of novel acyclic nucleosides. The synthesized compounds 15-22 were evaluated for their antiviral activity against various viruses such as HIV, HSV-1, HSV-2, and HCMV.