3-(β-D-2-deoxyribofuranosyl)-3,4-dihydro-4-hydroxy-6-nitro-2H-benz[e]-1,3-oxazine-2-thione | 1140334-27-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物
• 英文名称: 3-(β-D-2-deoxyribofuranosyl)-3,4-dihydro-4-hydroxy-6-nitro-2H-benz[e]-1,3-oxazine-2-thione
• CAS: 1140334-27-5
• 化学式: C₁₃H₁₄N₂O₇S
• 分子量: 342.329
• InChiKey: DTPDOPJUVKXDHE-UWBQYYTBSA-N

物化性质

• 熔点：
  138-139 °C(Solvent: Ethanol)
• 沸点：
  589.3±60.0 °C(predicted)
• 密度：
  1.73±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  [(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]thiourea 、 5-硝基水杨醛 在 Montmorillonite K-10 clay 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以78%的产率得到3-(β-D-2-deoxyribofuranosyl)-3,4-dihydro-4-hydroxy-6-nitro-2H-benz[e]-1,3-oxazine-2-thione
  参考文献：
  名称：

  Mineral Supported Facile Synthesis of Novel 4-Hydroxybenzoxazin-2-ThioneN-Nucleosides

  摘要：

  One-pot montmorillonite K-10 clay-supported reactions of substituted/unsubstituted salicylaldehyde and ribosyl/deoxyribosyl thioureas expeditiously yielded novel N-nucleosides, 4-hydroxy-3,4-dihydro-3-(beta-D-ribofuranosyl or beta-D-2'-deoxyribofuranosyl)-2 ''-benz[e]-1,3-oxazin-2-thione via cycloisomerization of aldehyde intermediate under solvent-free microwave irradiation conditions.

  DOI：

  10.1080/15257770802258042