[Acetyloxymethyl-[3-(2-benzamido-6-chloropurin-9-yl)propyl]-methylsilyl]methyl acetate | 191086-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: [Acetyloxymethyl-[3-(2-benzamido-6-chloropurin-9-yl)propyl]-methylsilyl]methyl acetate
• CAS: 191086-90-5
• 化学式: C₂₂H₂₆ClN₅O₅Si
• 分子量: 504.017
• InChiKey: OXOVODLCFYPHCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [Acetyloxymethyl-[3-(2-benzamido-6-chloropurin-9-yl)propyl]-methylsilyl]methyl acetate 在 盐酸 作用下， 以 吡啶 为溶剂， 反应 5.0h， 生成 N-[9-[3-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl-(hydroxymethyl)-methylsilyl]propyl]-6-oxo-2,5-dihydro-1H-purin-2-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：

  N-9-allyl-2-(N-benzoylamino)-6-chloropurine 在 bis(tetrabutylammonium) hexachloroplatinate(IV) 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 45.0h， 生成 [Acetyloxymethyl-[3-(2-benzamido-6-chloropurin-9-yl)propyl]-methylsilyl]methyl acetate
  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