1-[3-[Hydroxymethyl(dimethyl)silyl]propyl]-5-methylpyrimidine-2,4-dione

• 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-[Hydroxymethyl(dimethyl)silyl]propyl]-5-methylpyrimidine-2,4-dione
• 化学式: C₁₁H₂₀N₂O₃Si
• 分子量: 256.377
• InChiKey: VLVDFMKOOOEGEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.48
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 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：

  O,O-二(三甲基甲硅烷基)胸苷 在 dihydrogen hexachloroplatinate 、 ammonium sulfate 、 三甲基氯硅烷 、 potassium carbonate 、 异丙醇 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 101.0h， 生成 1-[3-[Hydroxymethyl(dimethyl)silyl]propyl]-5-methylpyrimidine-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 precursors of modified oligonucleotides
  作者：Laurent Latxague、Jacques Thibon、Christel Guillot、Serge Moreau、Gérard Déleris

  DOI：10.1016/s0040-4039(00)78205-0

  日期：1994.8

  The synthesis of four silicon nucleoside analogues for use as modified antisense oligonucleotide precursors, is described.

  描述了用作修饰的反义寡核苷酸前体的四种硅核苷类似物的合成。
• 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.