6'-deoxy-6'-azido-4'-deoxy-4'-(thymin-1-yl)-2,3':2',5'-dianhydro-L-altrofuranose dimethyl acetal

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6'-deoxy-6'-azido-4'-deoxy-4'-(thymin-1-yl)-2,3':2',5'-dianhydro-L-altrofuranose dimethyl acetal
• 英文别名: 6alpha-DEOXY-6alpha-AZIDO-4alpha-DEOXY-4alpha-(THYMIN-1-YL)-2,3alpha:2alpha,5alpha-DIANHYDRO-L-ALTROFURANOSE DIMETHYL ACETAL；(2S,3S,5R,6S)-3-(azidomethyl)-5-(dimethoxymethyl)-11-methyl-4,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one
• 化学式: C₁₃H₁₇N₅O₅
• 分子量: 323.308
• InChiKey: GKSFWNPLCHKCND-AATLWQCWSA-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：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  84
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6'-deoxy-6'-azido-4'-deoxy-4'-(thymin-1-yl)-2,3':2',5'-dianhydro-L-altrofuranose dimethyl acetal 在 4-甲苯硫酚 作用下， 以 甲醇 为溶剂， 生成 (1R,3S,3aS,8aS)-3-Aminomethyl-1-dimethoxymethyl-5-methyl-1,3,3a,8a-tetrahydro-2,8-dioxa-3b,7-diaza-cyclopenta[a]inden-6-one
  参考文献：
  名称：

  One-step synthesis of novel tricyclic isomeric azidonucleosides

  摘要：

  Several tricyclic azido-isonucleosides were formed in high yields by the treatment of pyrimidine isonucleosides with triphenylphosphine, tetrabromomethane, and sodium azide. The regioselective ring opening of these tricyclic azido-isonucleosides was also investigated. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.034
• 作为产物：
  描述：

  2,5-anhdyro-4-deoxy-4-(thymin-1-yl)-L-mannofuranose dimethyl acetal 在 sodium azide 、 四溴化碳 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 甲醇 为溶剂， 反应 37.0h， 以74%的产率得到6'-deoxy-6'-azido-4'-deoxy-4'-(thymin-1-yl)-2,3':2',5'-dianhydro-L-altrofuranose dimethyl acetal
  参考文献：
  名称：

  One-step synthesis of novel tricyclic isomeric azidonucleosides

  摘要：

  Several tricyclic azido-isonucleosides were formed in high yields by the treatment of pyrimidine isonucleosides with triphenylphosphine, tetrabromomethane, and sodium azide. The regioselective ring opening of these tricyclic azido-isonucleosides was also investigated. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.03.034