methyl 5-deoxy-5-(6,7-dimethylquinoxaline-2-yloxy)-β-D-ribofuranoside | 1583293-87-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 5-deoxy-5-(6,7-dimethylquinoxaline-2-yloxy)-β-D-ribofuranoside
• 英文别名: Methyl 5-deoxy-5-(6,7-dimethylquinoxaline-2-yloxy)-beta-d-ribofuranoside；(2R,3S,4R,5R)-2-[(6,7-dimethylquinoxalin-2-yl)oxymethyl]-5-methoxyoxolane-3,4-diol
• CAS: 1583293-87-1
• 化学式: C₁₆H₂₀N₂O₅
• 分子量: 320.345
• InChiKey: FGSCGXNMGKZZFK-DTZQCDIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  93.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 5-deoxy-5-(6,7-dimethylquinoxaline-2-yloxy)-β-D-ribofuranoside 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 2.0h， 以50%的产率得到5-deoxy-5-(6,7-dimethylquinoxaline-2-yloxy)-β-D-ribofuranose
  参考文献：
  名称：

  Synthesis of quinoxaline reverse ribofuranosides and their O-regioisomers

  摘要：

  Six quinoxaline reverse nucleosides were prepared by reaction of quinoxalin-2-one derivatives with methyl 2,3-O-isopropylidene-5-O-p-toluenesulfonyl-beta-d-ribofuranoside in the presence of sodium hydride. For deprotection of quinoxaline nucleosides, heating in 60 % acetic acid was applied. The novel compounds were characterized by elemental analysis, mass spectra, and NMR data..

  DOI：

  10.1007/s00706-014-1193-x
• 作为产物：
  描述：

  2-羟基-6,7-二甲基喹喔啉 在 sodium hydride 、 溶剂黄146 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 methyl 5-deoxy-5-(6,7-dimethylquinoxaline-2-yloxy)-β-D-ribofuranoside 、 5-deoxy-5-(6,7-dimethylquinoxaline-2-yloxy)-β-D-ribofuranose
  参考文献：
  名称：

  Synthesis of quinoxaline reverse ribofuranosides and their O-regioisomers

  摘要：

  Six quinoxaline reverse nucleosides were prepared by reaction of quinoxalin-2-one derivatives with methyl 2,3-O-isopropylidene-5-O-p-toluenesulfonyl-beta-d-ribofuranoside in the presence of sodium hydride. For deprotection of quinoxaline nucleosides, heating in 60 % acetic acid was applied. The novel compounds were characterized by elemental analysis, mass spectra, and NMR data..

  DOI：

  10.1007/s00706-014-1193-x