5'-O-(2-acetoxy-2-methylpropanoyl)-3'-O-acetyl-2'-bromo-2'-deoxy-4'-C-trifluoromethyl-5-methyluridine | 219649-54-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5'-O-(2-acetoxy-2-methylpropanoyl)-3'-O-acetyl-2'-bromo-2'-deoxy-4'-C-trifluoromethyl-5-methyluridine
• 英文别名: [(2R,3R,4R,5R)-3-acetyloxy-4-bromo-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2-(trifluoromethyl)oxolan-2-yl]methyl 2-acetyloxy-2-methylpropanoate
• CAS: 219649-54-4
• 化学式: C₁₉H₂₂BrF₃N₂O₉
• 分子量: 559.291
• InChiKey: LWFCLLHJKXHELD-AZGFTEDZSA-N

物化性质

• 密度：
  1.59±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.26
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  142.99
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  5'-O-(2-acetoxy-2-methylpropanoyl)-3'-O-acetyl-2'-bromo-2'-deoxy-4'-C-trifluoromethyl-5-methyluridine 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 5'-O-(2-acetoxy-2-methylpropanoyl)-2',3'-dideoxy-4'-C-(trifluoromethyl)thymidine
  参考文献：
  名称：

  Synthesis of 4′-Trifluoromethyl Nucleoside Analogs

  摘要：

  A strategy based on the use of (trifluoromethyl)trimethylsilane for introduction of the trifluoromethyl group at the C-4 of ribose has been developed and utilized in the synthesis of various novel 4'-trifluoromethylated nucleoside analogs. Screening of these analogs against HN did not reveal significant biological activity.

  DOI：

  10.1080/07328319808004312
• 作为产物：
  描述：

  Benzoic acid (2R,3S,4R)-3,4-diacetoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-trifluoromethyl-tetrahydro-furan-2-ylmethyl ester 在 氰化钠 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 5'-O-(2-acetoxy-2-methylpropanoyl)-3'-O-acetyl-2'-bromo-2'-deoxy-4'-C-trifluoromethyl-5-methyluridine
  参考文献：
  名称：

  Synthesis of 4′-Trifluoromethyl Nucleoside Analogs

  摘要：

  A strategy based on the use of (trifluoromethyl)trimethylsilane for introduction of the trifluoromethyl group at the C-4 of ribose has been developed and utilized in the synthesis of various novel 4'-trifluoromethylated nucleoside analogs. Screening of these analogs against HN did not reveal significant biological activity.

  DOI：

  10.1080/07328319808004312