1-(2,3-dideoxy-3-fluoro-5-O-trityl-β-D-erythro-pentofuranosyl)-5-trifluoromethyluracil | 1356822-11-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-(2,3-dideoxy-3-fluoro-5-O-trityl-β-D-erythro-pentofuranosyl)-5-trifluoromethyluracil
• CAS: 1356822-11-1
• 化学式: C₂₉H₂₄F₄N₂O₄
• 分子量: 540.514
• InChiKey: CYEKLJPVPFXSCI-ISJGIBHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  39.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  73.32
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(2,3-dideoxy-3-fluoro-5-O-trityl-β-D-erythro-pentofuranosyl)-5-trifluoromethyluracil 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 0.5h， 以46%的产率得到5-trifluoromethyl-3'-fluoro-2',3'-dideoxyuridine
  参考文献：
  名称：

  Antimycobacterial activities of 5-alkyl (or halo)-3′-substituted pyrimidine nucleoside analogs

  摘要：

  Several 5-alkyl (or halo)-3'-azido (amino or halo) analogs of pyrimidine nucleosides have been synthesized and evaluated against Mycobacterium bovis, Mycobacterium tuberculosis and Mycobacterium avium. Among these compounds, 3'-azido-5-ethyl-2',3'-dideoxyuridine (3) was found to have significant antimycobacterial activities against M. bovis (MIC50 = 1 mu g/mL), M. tuberculosis (MIC50 = 10 mu g/mL) and M. avium (MIC50 = 10 mu g/mL). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.114
• 作为产物：
  描述：

  三氟胸苷 在 4-二甲氨基吡啶 、 二乙胺基三氟化硫 、 水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 吡啶 、 乙醇 、 苯 为溶剂， 反应 2.0h， 生成 1-(2,3-dideoxy-3-fluoro-5-O-trityl-β-D-erythro-pentofuranosyl)-5-trifluoromethyluracil
  参考文献：
  名称：

  Antimycobacterial activities of 5-alkyl (or halo)-3′-substituted pyrimidine nucleoside analogs

  摘要：

  Several 5-alkyl (or halo)-3'-azido (amino or halo) analogs of pyrimidine nucleosides have been synthesized and evaluated against Mycobacterium bovis, Mycobacterium tuberculosis and Mycobacterium avium. Among these compounds, 3'-azido-5-ethyl-2',3'-dideoxyuridine (3) was found to have significant antimycobacterial activities against M. bovis (MIC50 = 1 mu g/mL), M. tuberculosis (MIC50 = 10 mu g/mL) and M. avium (MIC50 = 10 mu g/mL). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.114