6-Trimethylammonio-purin-ribonucleosid | 68743-15-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 6-Trimethylammonio-purin-ribonucleosid
• 英文别名: [9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]-trimethylazanium;chloride
• CAS: 68743-15-7
• 化学式: C₁₃H₂₀N₅O₄*Cl
• 分子量: 345.786
• InChiKey: AVFPOQGTZPZQSG-AZUPYXJKSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.36
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6-Trimethylammonio-purin-ribonucleosid 在 四丁基二氟三苯硅酸铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以59%的产率得到6-氟-9-beta-D-呋喃核糖基-9H-嘌呤
  参考文献：
  名称：

  Utilization Of Tetrabutylammonium Triphenyldifluorosilicate (TBAT) In The Synthesis of 6-Fluoropurine Nucleosides

  摘要：

  Tetrabutylammonium triphenydifluorosilicate (TBAT) has been found to be a useful reagent for the conversion of 6-chloropurine nucleosides to 6-fluoropurine derivatives. The 6-chloropurine nucleosides were reacted with trimethylamine to form quaternary trimethylammonium salts which were treated in situ with TBAT in DMF to effect conversion to the 6-fluoro derivatives in yields of 59-72%.

  DOI：

  10.1080/07328319908044885
• 作为产物：
  描述：

  6-氯嘌呤核苷 、 三甲胺 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 6-Trimethylammonio-purin-ribonucleosid
  参考文献：
  名称：

  Utilization Of Tetrabutylammonium Triphenyldifluorosilicate (TBAT) In The Synthesis of 6-Fluoropurine Nucleosides

  摘要：

  Tetrabutylammonium triphenydifluorosilicate (TBAT) has been found to be a useful reagent for the conversion of 6-chloropurine nucleosides to 6-fluoropurine derivatives. The 6-chloropurine nucleosides were reacted with trimethylamine to form quaternary trimethylammonium salts which were treated in situ with TBAT in DMF to effect conversion to the 6-fluoro derivatives in yields of 59-72%.

  DOI：

  10.1080/07328319908044885

文献信息

• US5962684A
  申请人：——

  公开号：US5962684A

  公开（公告）日：1999-10-05
• US6072053A
  申请人：——

  公开号：US6072053A

  公开（公告）日：2000-06-06
• US6534512B1
  申请人：——

  公开号：US6534512B1

  公开（公告）日：2003-03-18
• Utilization Of Tetrabutylammonium Triphenyldifluorosilicate (TBAT) In The Synthesis of 6-Fluoropurine Nucleosides
  作者：Vadim Gurvich、Hye-Young Kim、Richard P. Hodge、Constance M. Harris、Thomas M. Harris

  DOI：10.1080/07328319908044885

  日期：1999.10

  Tetrabutylammonium triphenydifluorosilicate (TBAT) has been found to be a useful reagent for the conversion of 6-chloropurine nucleosides to 6-fluoropurine derivatives. The 6-chloropurine nucleosides were reacted with trimethylamine to form quaternary trimethylammonium salts which were treated in situ with TBAT in DMF to effect conversion to the 6-fluoro derivatives in yields of 59-72%.