1-[3,3'-bis(t-butyldimethylsilyloxymethyl)-prop-2-enyl]uracil | 871231-90-2

• 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-[3,3'-bis(t-butyldimethylsilyloxymethyl)-prop-2-enyl]uracil
• CAS: 871231-90-2
• 化学式: C₂₁H₄₀N₂O₄Si₂
• 分子量: 440.731
• InChiKey: TYQYKUBTHZIWTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  73.32
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-[3,3'-bis(t-butyldimethylsilyloxymethyl)-prop-2-enyl]uracil 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以80%的产率得到1-[4-羟基-3-(羟甲基)丁-2-烯基]嘧啶-2,4-二酮
  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：

  4-(tert-butyldimethylsilanyloxy)-3-(tert-butyldimethylsilanyloxymethyl)-but-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-[3,3'-bis(t-butyldimethylsilyloxymethyl)-prop-2-enyl]uracil
  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