1,3-dimethyl-5-<(dimethylphenylsilyloxy)methan-1'-yl>uracil | 220929-99-7

• 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-dimethyl-5-<(dimethylphenylsilyloxy)methan-1'-yl>uracil
• 英文别名: 5-[[Dimethyl(phenyl)silyl]oxymethyl]-1,3-dimethylpyrimidine-2,4-dione
• CAS: 220929-99-7
• 化学式: C₁₅H₂₀N₂O₃Si
• 分子量: 304.421
• InChiKey: QWEIQAPANUUHIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.71
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-dimethyl-5-<(dimethylphenylsilyloxy)methan-1'-yl>uracil 在 四丁基氟化铵 作用下， 生成 1,3-dimethyl-5-hydroxymethyluracil
  参考文献：
  名称：

  Reactivity of Dimethylphenylsilyllithium toward 5- and 6-Substituted 1,3-Dimethyluracil Derivatives

  摘要：

  Dimethylphenylsilyllithium (PhMe2SiLi) reacts with 5-substituted 1,3-dimethyluracils by selective addition at the electrophilic C-6 position of the uracil ring to give the corresponding 6-dimethylphenylsilyl-5,6-dihydrouracil derivatives. The reaction of PhMe2SiLi with 6-substituted 1,3-dimethyluracils showed a different selectivity, and an unusual addition at the C-5 position was observed. This synthetic procedure appears to be an efficient entry to a new class of highly functionalized 5,6-dihydro-1,3-dimethyluracils characterized by the presence of a silicon substituent selectively introduced at the C-5 and C-6 positions of the uracil ring.

  DOI：

  10.3987/com-98-8270
• 作为产物：
  描述：

  dimethyl(phenyl)silyllithium 、 1,3-二甲基尿嘧啶-5-甲醛 以 四氢呋喃 为溶剂， 以83%的产率得到
  参考文献：
  名称：

  Reactivity of Dimethylphenylsilyllithium toward 5- and 6-Substituted 1,3-Dimethyluracil Derivatives

  摘要：

  Dimethylphenylsilyllithium (PhMe2SiLi) reacts with 5-substituted 1,3-dimethyluracils by selective addition at the electrophilic C-6 position of the uracil ring to give the corresponding 6-dimethylphenylsilyl-5,6-dihydrouracil derivatives. The reaction of PhMe2SiLi with 6-substituted 1,3-dimethyluracils showed a different selectivity, and an unusual addition at the C-5 position was observed. This synthetic procedure appears to be an efficient entry to a new class of highly functionalized 5,6-dihydro-1,3-dimethyluracils characterized by the presence of a silicon substituent selectively introduced at the C-5 and C-6 positions of the uracil ring.

  DOI：

  10.3987/com-98-8270

文献信息

• Reactivity of Dimethylphenylsilyllithium toward 5- and 6-Substituted 1,3-Dimethyluracil Derivatives
  作者：Raffaele Saladino、Luigi Stasi、Gabriele Volpe、Rosario Nicoletti、Maurizio Botta

  DOI：10.3987/com-98-8270

  日期：——

  Dimethylphenylsilyllithium (PhMe2SiLi) reacts with 5-substituted 1,3-dimethyluracils by selective addition at the electrophilic C-6 position of the uracil ring to give the corresponding 6-dimethylphenylsilyl-5,6-dihydrouracil derivatives. The reaction of PhMe2SiLi with 6-substituted 1,3-dimethyluracils showed a different selectivity, and an unusual addition at the C-5 position was observed. This synthetic procedure appears to be an efficient entry to a new class of highly functionalized 5,6-dihydro-1,3-dimethyluracils characterized by the presence of a silicon substituent selectively introduced at the C-5 and C-6 positions of the uracil ring.