5-deoxy-5-(6,7-dimethyl-3-phenylquinoxaline-2-yloxy)-β-D-ribofuranose | 1583293-95-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-deoxy-5-(6,7-dimethyl-3-phenylquinoxaline-2-yloxy)-β-D-ribofuranose
• 英文别名: 5-Deoxy-5-(6,7-dimethyl-3-phenylquinoxaline-2-yloxy)-beta-d-ribofuranose；(2R,3R,4S,5R)-5-[(6,7-dimethyl-3-phenylquinoxalin-2-yl)oxymethyl]oxolane-2,3,4-triol
• CAS: 1583293-95-1
• 化学式: C₂₁H₂₂N₂O₅
• 分子量: 382.416
• InChiKey: DIHAAMMGGLCUOH-XLBJILASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-甲氧基-2,3-O-异亚丙基-5-O-对甲苯磺酰基-beta-D-呋喃核糖苷 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 11.0h， 生成 5-deoxy-5-(6,7-dimethyl-3-phenylquinoxaline-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

文献信息

• Synthesis of quinoxaline reverse ribofuranosides and their O-regioisomers
  作者：Ibrahim A. I. Ali、Samir M. El Rayes

  DOI：10.1007/s00706-014-1193-x

  日期：2014.8

  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..