1-[(E)-4-(t-butyldimethylsilyloxy)-3-methyl-but-2-enyl]-5-iodouracil | 871231-91-3

• 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-(t-butyldimethylsilyloxy)-3-methyl-but-2-enyl]-5-iodouracil
• CAS: 871231-91-3
• 化学式: C₁₅H₂₅IN₂O₃Si
• 分子量: 436.365
• InChiKey: LBIYIOFDWWIDNR-YRNVUSSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  64.09
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-[(E)-4-(t-butyldimethylsilyloxy)-3-methyl-but-2-enyl]-5-iodouracil 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以83%的产率得到1-[(E)-4-hydroxy-3-methyl-but-2-enyl]-5-iodouracil
  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
• 作为产物：
  描述：

  (E)-4-((tert-butyldimethylsilyl)oxy)-3-methylbut-2-en-1-ol 在 N-溴代丁二酰亚胺(NBS) 、 caesium carbonate 、 三苯基膦 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-[(E)-4-(t-butyldimethylsilyloxy)-3-methyl-but-2-enyl]-5-iodouracil
  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