(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(2-methyl-7-oxo-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-3(7H)-yl)tetrahydrofuran-3,4-diyl diacetate | 1225549-87-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(2-methyl-7-oxo-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-3(7H)-yl)tetrahydrofuran-3,4-diyl diacetate
• CAS: 1225549-87-0
• 化学式: C₂₃H₂₄N₄O₈
• 分子量: 484.466
• InChiKey: ZYRQLMIQPRXRFZ-NXLVEIQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.19
• 重原子数：
  35.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  140.32
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(2-methyl-7-oxo-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-3(7H)-yl)tetrahydrofuran-3,4-diyl diacetate 在 氨 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以40%的产率得到
  参考文献：
  名称：

  Non-Natural Nucleosides Based on 1,2,4-Triazolo[1,5-a]pyrimidin-7-ones

  摘要：

  Two methods for synthesis of new nucleosides bearing 6-phenyl-1,2,4-triazolo[1,5-a]pyrimidin-7-ones as a base have been developed. The first one includes Vorbruggen glycosylation reaction. The second method, which is effective for synthesis of acyclic nucleosides, is based on the condensation between sodium salts of 6-phenyl-1,2,4-triazolo [1,5-a]pyrimidin-7-ones and 4-bromobuthyl acetate or (Z)-4-bromobut-2-en-1-yl acetate.

  DOI：

  10.3987/com-09-s(s)97
• 作为产物：
  描述：

  2-methyl-6-phenyl-1H-[1,2,4]triazolo[1,5-a]pyrimidin-7-one 、 四乙酰核糖 在 N,O-双三甲硅基乙酰胺 、 三氟甲磺酸三甲基硅酯 作用下， 以 乙腈 为溶剂， 反应 0.25h， 以25%的产率得到(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(2-methyl-7-oxo-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-3(7H)-yl)tetrahydrofuran-3,4-diyl diacetate
  参考文献：
  名称：

  Non-Natural Nucleosides Based on 1,2,4-Triazolo[1,5-a]pyrimidin-7-ones

  摘要：

  Two methods for synthesis of new nucleosides bearing 6-phenyl-1,2,4-triazolo[1,5-a]pyrimidin-7-ones as a base have been developed. The first one includes Vorbruggen glycosylation reaction. The second method, which is effective for synthesis of acyclic nucleosides, is based on the condensation between sodium salts of 6-phenyl-1,2,4-triazolo [1,5-a]pyrimidin-7-ones and 4-bromobuthyl acetate or (Z)-4-bromobut-2-en-1-yl acetate.

  DOI：

  10.3987/com-09-s(s)97