1-(2,5-di-O-acetyl-3-deoxy-3-C-trifluoromethyl-β-D-ribofuranosyl)-uracile | 219660-34-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(2,5-di-O-acetyl-3-deoxy-3-C-trifluoromethyl-β-D-ribofuranosyl)-uracile
• CAS: 219660-34-1
• 化学式: C₁₄H₁₅F₃N₂O₇
• 分子量: 380.278
• InChiKey: KFEMORLKABVDDX-HJQYOEGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.11
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  116.69
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1-(2,5-di-O-acetyl-3-deoxy-3-C-trifluoromethyl-β-D-ribofuranosyl)-uracile 在 Amberlite IRN-77 resin (H⁺) 、 sodium methylate 作用下， 以 甲醇 为溶剂， 以76%的产率得到1-(3-deoxy-3-trifluoromethyl-β-D-ribofuranosyl)uracil
  参考文献：
  名称：

  3′-Deoxy-3′-C-trifluoromethyl Nucleosides: Synthesis and Antiviral Evaluation

  摘要：

  2',3'-Dideoxy-3'-C-trifluoromethylthymidine 9a and -uridine 9b and 3'-C-trifluoromethyl-d(4)T 11 were prepared in a few steps from 3'-deoxy-3'-C-trifluoromethyl-D-ribose, which synthesis was recently reported. The biological assessment of these nucleoside analogues did not reveal interesting antiviral properties against HIV-1, HSV-1, CMV, Vaccine, and Cox B4.

  DOI：

  10.1080/07328319808004316
• 作为产物：
  描述：

  5-O-acetyl-3-deoxy-1,2-O-isopropylidene-3-C-trifluoromethyl-α-D-ribofuranose 在 4-二甲氨基吡啶 、 三氟甲磺酸三甲基硅酯 、 三氟乙酸 作用下， 以 吡啶 、 乙腈 为溶剂， 反应 17.0h， 生成 1-(2,5-di-O-acetyl-3-deoxy-3-C-trifluoromethyl-β-D-ribofuranosyl)-uracile
  参考文献：
  名称：

  3′-Deoxy-3′-C-trifluoromethyl Nucleosides: Synthesis and Antiviral Evaluation

  摘要：

  2',3'-Dideoxy-3'-C-trifluoromethylthymidine 9a and -uridine 9b and 3'-C-trifluoromethyl-d(4)T 11 were prepared in a few steps from 3'-deoxy-3'-C-trifluoromethyl-D-ribose, which synthesis was recently reported. The biological assessment of these nucleoside analogues did not reveal interesting antiviral properties against HIV-1, HSV-1, CMV, Vaccine, and Cox B4.

  DOI：

  10.1080/07328319808004316