(1R,2S,3S,4S)-methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-benzylsulfanyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyl ester | 1198761-07-7

• 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: (1R,2S,3S,4S)-methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-benzylsulfanyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyl ester
• CAS: 1198761-07-7
• 化学式: C₃₉H₄₂N₂O₈S₂
• 分子量: 730.903
• InChiKey: CGPVFYOGQSLMIZ-NYDUWQFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  51.0
• 可旋转键数：
  19.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  125.92
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (1R,2S,3S,4S)-methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-benzylsulfanyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyl ester 在 2,6-二甲基吡啶 、 sodium iodide 作用下， 以100%的产率得到1-(β-L-2',3',5'-tri-O-benzyl-4'-thioxylosyl)thymine
  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：

  5-methyl-1-[(1S,2S,3R,4R)-2,3,5-tris-benzyloxy-1-benzylsulfanyl-4-hydroxy-pentyl]-1H-pyrimidine-2,4-dione 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到(1R,2S,3S,4S)-methanesulfonic acid 2,3-bis-benzyloxy-1-benzyloxymethyl-4-benzylsulfanyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyl ester
  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