2,3,5-tri-O-benzyl-4-O-tert-butyldimethylsilyl-D-xylose dibenzyl dithioacetal | 1198761-17-9

• 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: 2,3,5-tri-O-benzyl-4-O-tert-butyldimethylsilyl-D-xylose dibenzyl dithioacetal
• CAS: 1198761-17-9
• 化学式: C₄₆H₅₆O₄S₂Si
• 分子量: 765.166
• InChiKey: BNDFJAKGOZTHFB-ZFGLRRMGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.96
• 重原子数：
  53.0
• 可旋转键数：
  21.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,3,5-tri-O-benzyl-4-O-tert-butyldimethylsilyl-D-xylose dibenzyl dithioacetal 、 2,4-di-O-trimethylsilylthymine 在 碘 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 5-methyl-1-[(1S,2R,3R,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-(tert-butyl-dimethylsilanyloxy)-pentyl]-1H-pyrimidine-2,4-dione 、 5-methyl-1-[(1R,2R,3R,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
• 作为产物：
  描述：

  叔丁基二甲硅基三氟甲磺酸酯 、 2,3,5-tri-O-benzyl-D-xylose dibenzyl dithioacetal 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 以94%的产率得到2,3,5-tri-O-benzyl-4-O-tert-butyldimethylsilyl-D-xylose dibenzyl dithioacetal
  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