(1R,2S,3R)-1-[4-(tert-butyl-diphenyl-silanoxy)-2,3-dimethoxy-1-methylsulfanyl-butyl]-5-methyl-1H-pyrimidine-2,4-dione | 398127-37-2

• 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: (1R,2S,3R)-1-[4-(tert-butyl-diphenyl-silanoxy)-2,3-dimethoxy-1-methylsulfanyl-butyl]-5-methyl-1H-pyrimidine-2,4-dione
• CAS: 398127-37-2
• 化学式: C₂₈H₃₈N₂O₅SSi
• 分子量: 542.772
• InChiKey: JKOXQINIBJSGGQ-RMTZWNOUSA-N

物化性质

• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  37.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  82.55
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (1S,2R,3S)-1-[4-(tert-butyl-diphenyl-silanoxy)-2,3-dimethoxy-1-methylsulfanyl-butyl]-5-methyl-1H-pyrimidine-2,4-dione 、 (1R,2S,3R)-1-[4-(tert-butyl-diphenyl-silanoxy)-2,3-dimethoxy-1-methylsulfanyl-butyl]-5-methyl-1H-pyrimidine-2,4-dione 在 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 生成 (1R,2S,3R)-1-(4-hydroxy-2,3-dimethoxy-1-methylsulfanyl-butyl)-5-methyl-1H-pyrimidine-2,4-dione 、 (1S,2R,3S)-1-(4-hydroxy-2,3-dimethoxy-1-methylsulfanyl-butyl)-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of N-Glycosides. An Alternative Approach Based on Diastereoselective Base Coupling and S_N2 Cyclization

  摘要：

  GRAPHICSAcyclic diastereoselection is achieved for the formation of thioaminyl acetals. The highly intramolecular stereocontrolled S(N)2 displacement of the thioaminyls allows for the formation of cyclic nucleoside derivatives. This versatile approach may provide easy access to a large variety of N-glycosides.

  DOI：

  10.1021/ol016991i
• 作为产物：
  描述：

  (2R,3S)-3-methoxy-4,4-bismethylsulfanyl-butane-1,2-diol 在 4-二甲氨基吡啶 、 sodium hydroxide 、 dimethyl(methylthio)sulfonium tetrafluoroborate 作用下， 以 吡啶 、 二氯甲烷 、 丙酮 、 乙腈 为溶剂， 反应 24.0h， 生成 (1R,2S,3R)-1-[4-(tert-butyl-diphenyl-silanoxy)-2,3-dimethoxy-1-methylsulfanyl-butyl]-5-methyl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis of N-Glycosides. An Alternative Approach Based on Diastereoselective Base Coupling and S_N2 Cyclization

  摘要：

  GRAPHICSAcyclic diastereoselection is achieved for the formation of thioaminyl acetals. The highly intramolecular stereocontrolled S(N)2 displacement of the thioaminyls allows for the formation of cyclic nucleoside derivatives. This versatile approach may provide easy access to a large variety of N-glycosides.

  DOI：

  10.1021/ol016991i