1-(2-deoxy-4-C-trifluoromethyl-β-D-erythro-pentofuranosyl)triazole

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 三唑核糖核苷和核糖核苷酸
• 英文名称: 1-(2-deoxy-4-C-trifluoromethyl-β-D-erythro-pentofuranosyl)triazole
• 英文别名: (2r,3s,5r)-2-(Hydroxymethyl)-5-(1,2,4-triazol-1-yl)-2-(trifluoromethyl)tetrahydrofuran-3-ol；(2R,3S,5R)-2-(hydroxymethyl)-5-(1,2,4-triazol-1-yl)-2-(trifluoromethyl)oxolan-3-ol
• 化学式: C₈H₁₀F₃N₃O₃
• 分子量: 253.181
• InChiKey: BBXPAAFNYOLOCA-RRKCRQDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-(4-C-trifluoromethyl-β-D-ribo-furanosyl)triazole 在 偶氮二异丁腈 、 氰化钠 、 三正丁基氢锡 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 4.0h， 生成 1-(2-deoxy-4-C-trifluoromethyl-β-D-erythro-pentofuranosyl)triazole
  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

文献信息

• Synthesis of 4′-Trifluoromethyl Nucleoside Analogs
  作者：Janusz Kozak、Carl R. Johnson

  DOI：10.1080/07328319808004312

  日期：1998.12

  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.