4-[1-(2-deoxy-1-β-D-ribofuranosyl)-1H-imidazol-5-yl]uracil | 1418268-88-8

• 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: 4-[1-(2-deoxy-1-β-D-ribofuranosyl)-1H-imidazol-5-yl]uracil
• 英文别名: 6-[3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazol-4-yl]-1H-pyrimidine-2,4-dione
• CAS: 1418268-88-8
• 化学式: C₁₂H₁₄N₄O₅
• 分子量: 294.267
• InChiKey: ORNKCAQFEOOWSQ-IQJOONFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (2R,3S,5R)-2-(hydroxymethyl)-5-(5-iodo-1H-imidazol-1-yl)tetrahydrofuran-3-ol 在 咪唑 、 四(三苯基膦)钯 、 palladium 10% on activated carbon 、 四丁基氟化铵 、 甲酸铵 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.17h， 生成 4-[1-(2-deoxy-1-β-D-ribofuranosyl)-1H-imidazol-5-yl]uracil
  参考文献：
  名称：

  Synthetic Routes to a Series of Proximal and Distal 2′-Deoxy Fleximers

  摘要：

  Two series of innovative 2'-deoxy nucleoside analogues have been designed where the nucleobase has been split into its imidazole and pyrimidine subunits. This structural modification serves to introduce flexibility into the nucleobase scaffold while still retaining the elements required for recognition. The synthetic efforts to realize these analogues are described within.

  DOI：

  10.1055/s-0032-1316791

文献信息

• Synthetic Routes to a Series of Proximal and Distal 2′-Deoxy Fleximers
  作者：Katherine Seley-Radtke、Orrette Wauchope、Melvin Velasquez

  DOI：10.1055/s-0032-1316791

  日期：——

  Two series of innovative 2'-deoxy nucleoside analogues have been designed where the nucleobase has been split into its imidazole and pyrimidine subunits. This structural modification serves to introduce flexibility into the nucleobase scaffold while still retaining the elements required for recognition. The synthetic efforts to realize these analogues are described within.