[(2R,3R,4R,5R)-3,4-diacetyloxy-5-[6-oxo-1-(2,4,6-trimethylphenyl)sulfonylpurin-9-yl]oxolan-2-yl]methyl acetate | 863033-36-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: [(2R,3R,4R,5R)-3,4-diacetyloxy-5-[6-oxo-1-(2,4,6-trimethylphenyl)sulfonylpurin-9-yl]oxolan-2-yl]methyl acetate
• CAS: 863033-36-7
• 化学式: C₂₅H₂₈N₄O₁₀S
• 分子量: 576.584
• InChiKey: AIIYMYVWXSFXDY-GUQHISFFSA-N

物化性质

• 沸点：
  765.8±70.0 °C(Predicted)
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  181
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4R,5R)-3,4-diacetyloxy-5-[6-oxo-1-(2,4,6-trimethylphenyl)sulfonylpurin-9-yl]oxolan-2-yl]methyl acetate 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 生成 2,4,6-二甲基苯磺酰胺
  参考文献：
  名称：

  Advantages of the Ns group in the reactions of N1-SO2R inosines with benzylamine and with 15NH3

  摘要：

  The reactivity of N-1-alkylsulfonyl- and N-1-arylsulfonyl-2',3',5'-tri-O-acetylimosine with benzylamine and with (NH3)-N-15, regarding the attack on C2, has been shown to be in the order CF3SO2 (Tf) > 2,4-(NO2)(2)C6H3SO2 (DNs) >= 4-NO2C6H4SO2 (pNs) approximate to C6F5SO2 (PFBs) > 2-NO2C6H4SO2 (Ns) >> CH3SO2 (Ms) > 4-CH3C6H4SO2 (Ts) > 2,4,6-(CH3)(3)C6H2SO2 (MtS)- In spite of its intermediate reactivity, the Ns group is the most appropriate, since in this case the formation of by-products is minimised during the ring-opening and ring-closing steps of the process. Another advantage of the Ns group is thus disclosed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.05.137
• 作为产物：
  描述：

  2,4,6-三甲基苯磺酰氯 、 2',3',5'-三乙酰鸟苷 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 [(2R,3R,4R,5R)-3,4-diacetyloxy-5-[6-oxo-1-(2,4,6-trimethylphenyl)sulfonylpurin-9-yl]oxolan-2-yl]methyl acetate
  参考文献：
  名称：

  Advantages of the Ns group in the reactions of N1-SO2R inosines with benzylamine and with 15NH3

  摘要：

  The reactivity of N-1-alkylsulfonyl- and N-1-arylsulfonyl-2',3',5'-tri-O-acetylimosine with benzylamine and with (NH3)-N-15, regarding the attack on C2, has been shown to be in the order CF3SO2 (Tf) > 2,4-(NO2)(2)C6H3SO2 (DNs) >= 4-NO2C6H4SO2 (pNs) approximate to C6F5SO2 (PFBs) > 2-NO2C6H4SO2 (Ns) >> CH3SO2 (Ms) > 4-CH3C6H4SO2 (Ts) > 2,4,6-(CH3)(3)C6H2SO2 (MtS)- In spite of its intermediate reactivity, the Ns group is the most appropriate, since in this case the formation of by-products is minimised during the ring-opening and ring-closing steps of the process. Another advantage of the Ns group is thus disclosed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.05.137