(1R,2S,3R,4R)-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 | 1198761-02-2

• 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,3R,4R)-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
• 英文别名: [(2R,3S,4R,5S)-5-benzylsulfanyl-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-1,3,4-tris(phenylmethoxy)pentan-2-yl] methanesulfonate
• CAS: 1198761-02-2
• 化学式: C₃₉H₄₂N₂O₈S₂
• 分子量: 730.903
• InChiKey: CGPVFYOGQSLMIZ-ZAACALDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  51
• 可旋转键数：
  19
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  154
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5-methyl-1-[(1S,2R,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， 生成 (1R,2S,3R,4R)-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

文献信息

• A Stereoselective Approach to Nucleosides and 4′-Thioanalogues from Acyclic Precursors
  作者：Daniel Chapdelaine、Benoit Cardinal-David、Michel Prévost、Marc Gagnon、Isabelle Thumin、Yvan Guindon

  DOI：10.1021/ja905452f

  日期：2009.12.2

  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.