N-[1-[3-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl-(hydroxymethyl)-methylsilyl]propyl]-2-oxopyrimidin-4-yl]benzamide | 191086-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N-[1-[3-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl-(hydroxymethyl)-methylsilyl]propyl]-2-oxopyrimidin-4-yl]benzamide
• CAS: 191086-95-0
• 化学式: C₃₈H₄₁N₃O₆Si
• 分子量: 663.846
• InChiKey: HECFASGFPLFKRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  48
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 N-[1-[3-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl-(hydroxymethyl)-methylsilyl]propyl]-2-oxopyrimidin-4-yl]benzamide 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以70%的产率得到N-[1-[3-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl-[[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxymethyl]-methylsilyl]propyl]-2-oxopyrimidin-4-yl]benzamide
  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：

  1-[3-[Bis(chloromethyl)-methylsilyl]propyl]pyrimidine-2,4-dione 在 ammonium hydroxide 、 三甲基氯硅烷 、 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 112.0h， 生成 N-[1-[3-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl-(hydroxymethyl)-methylsilyl]propyl]-2-oxopyrimidin-4-yl]benzamide
  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