5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-(tert-butyl-dimethylsilanyloxy)-pentyl]-1H-pyrimidine-2,4-dione | 1198761-21-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-(tert-butyl-dimethylsilanyloxy)-pentyl]-1H-pyrimidine-2,4-dione
• CAS: 1198761-21-5
• 化学式: C₄₄H₅₄N₂O₆SSi
• 分子量: 767.074
• InChiKey: HWIIATXLWGUIOT-GWCGSBRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.06
• 重原子数：
  54.0
• 可旋转键数：
  19.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  91.78
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5-methyl-1-[(1S,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-(tert-butyl-dimethylsilanyloxy)-pentyl]-1H-pyrimidine-2,4-dione 在 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到5-methyl-1-[(1R,2R,3R,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  A Stereoselective Approach to Nucleosides and 4′-Thioanalogues from Acyclic Precursors

  摘要：

  D- and L-nucleosides and analogues thereof, including the 4'-thionucleoside series, are one of the most important biological and pharmaceutically active classes of compounds. A novel approach to their synthesis from chiral acyclic thioaminal, bearing the nucleobase, is described.

  DOI：

  10.1021/ja905452f
• 作为产物：
  描述：

  2,3,5-tri-O-benzyl-4-O-tert-butyldimethylsilyl-D-ribose dibenzyl dithioacetal 、 2,4-di-O-trimethylsilylthymine 在 碘 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以17%的产率得到5-methyl-1-[(1R,2R,3S,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-(tert-butyl-dimethylsilanyloxy)-pentyl]-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  A Stereoselective Approach to Nucleosides and 4′-Thioanalogues from Acyclic Precursors

  摘要：

  D- and L-nucleosides and analogues thereof, including the 4'-thionucleoside series, are one of the most important biological and pharmaceutically active classes of compounds. A novel approach to their synthesis from chiral acyclic thioaminal, bearing the nucleobase, is described.

  DOI：

  10.1021/ja905452f