1-[3-[Bis(chloromethyl)-methylsilyl]propyl]pyrimidine-2,4-dione | 191086-80-3

• 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-[3-[Bis(chloromethyl)-methylsilyl]propyl]pyrimidine-2,4-dione
• CAS: 191086-80-3
• 化学式: C₁₀H₁₆Cl₂N₂O₂Si
• 分子量: 295.241
• InChiKey: MRAPCHRRUIBWLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[3-[Bis(chloromethyl)-methylsilyl]propyl]pyrimidine-2,4-dione 在 ammonium hydroxide 、 磷酸二苯酯 、 potassium carbonate 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 108.0h， 生成 4-Amino-1-[3-[bis(hydroxymethyl)-methylsilyl]propyl]pyrimidin-2-one
  参考文献：
  名称：

  Synthesis of Silicon Analogues of Acyclonucleotides Incorporable in Oligonucleotide Solid-Phase Synthesis

  摘要：

  The synthesis of the four silicon analogues of acyclonucleosides was described. In every case, the silicon atom was introduced onto an allyl group on the natural nucleobase following a hydrosilylation reaction. Diols obtained were protected as 4,4'-dimethoxytrityl ethers and subsequently activated as 2-cyanoethyl N,N-diisopropylchlorophosphoramidite in order to be suitable for oligonucleotide solid phase synthesis.

  DOI：

  10.1021/jo962165p
• 作为产物：
  描述：

  bis(chloromethyl)methylsilane 、 1-烯丙基嘧啶-2,4(1H,3H)-二酮 在 dihydrogen hexachloroplatinate 、 ammonium sulfate 、 三甲基氯硅烷 、 异丙醇 、 六甲基二硅氮烷 作用下， 生成 1-[3-[Bis(chloromethyl)-methylsilyl]propyl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of Silicon Analogues of Acyclonucleotides Incorporable in Oligonucleotide Solid-Phase Synthesis

  摘要：

  The synthesis of the four silicon analogues of acyclonucleosides was described. In every case, the silicon atom was introduced onto an allyl group on the natural nucleobase following a hydrosilylation reaction. Diols obtained were protected as 4,4'-dimethoxytrityl ethers and subsequently activated as 2-cyanoethyl N,N-diisopropylchlorophosphoramidite in order to be suitable for oligonucleotide solid phase synthesis.

  DOI：

  10.1021/jo962165p

文献信息

• Synthesis of Silicon Analogues of Acyclonucleotides Incorporable in Oligonucleotide Solid-Phase Synthesis
  作者：Jacques Thibon、Laurent Latxague、Gérard Déléris

  DOI：10.1021/jo962165p

  日期：1997.7.1

  The synthesis of the four silicon analogues of acyclonucleosides was described. In every case, the silicon atom was introduced onto an allyl group on the natural nucleobase following a hydrosilylation reaction. Diols obtained were protected as 4,4'-dimethoxytrityl ethers and subsequently activated as 2-cyanoethyl N,N-diisopropylchlorophosphoramidite in order to be suitable for oligonucleotide solid phase synthesis.