6'-O-benzoyl-1'-deoxy-1'-azido-4'-deoxy-4'-(thymin-1-yl)-2,3':2',5'-dianhydro-L-altritol | 900513-64-6

• 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: 6'-O-benzoyl-1'-deoxy-1'-azido-4'-deoxy-4'-(thymin-1-yl)-2,3':2',5'-dianhydro-L-altritol
• 英文别名: [(2S,3R,5S,6S)-5-(azidomethyl)-11-methyl-10-oxo-4,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-3-yl]methyl benzoate
• CAS: 900513-64-6
• 化学式: C₁₈H₁₇N₅O₅
• 分子量: 383.363
• InChiKey: IVYFGSKFPKWFFX-ZQDZILKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  91.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6'-O-benzoyl-1'-deoxy-1'-azido-4'-deoxy-4'-(thymin-1-yl)-2,3':2',5'-dianhydro-L-altritol 在 甲胺 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以98%的产率得到1alpha-脱氧-1alpha-叠氮基-4alpha-脱氧-4alpha-(胸腺激素-1-基)-2,3alpha:2alpha,5alpha-二脱水-L-阿卓糖醇
  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-anhydro-1-O-benzoyl-3-deoxy-3-(thymin-1-yl)-L-mannitol 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83%的产率得到6'-O-benzoyl-1'-deoxy-1'-azido-4'-deoxy-4'-(thymin-1-yl)-2,3':2',5'-dianhydro-L-altritol
  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