5-{1-[3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl]-1H-imidazol-4-yl}-4-methoxypyrimidin-2-amine | 1418268-94-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: 5-{1-[3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl]-1H-imidazol-4-yl}-4-methoxypyrimidin-2-amine
• CAS: 1418268-94-6
• 化学式: C₂₇H₂₉N₅O₄
• 分子量: 487.558
• InChiKey: GYZPOFAYFBVQDK-ISJGIBHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.02
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  106.54
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  5-{1-[3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl]-1H-imidazol-4-yl}-4-methoxypyrimidin-2-amine 在 palladium 10% on activated carbon 、 甲酸铵 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以80%的产率得到2-amino-5-[1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazol-4-yl]-1H-pyrimidin-6-one
  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
• 作为产物：
  描述：

  1-(2-deoxy-β-D-ribofuranos-1-yl)-4,5-diiodoimidazole 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 乙基溴化镁 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 5-{1-[3,5-di-O-benzyl-2-deoxy-β-D-ribofuranosyl]-1H-imidazol-4-yl}-4-methoxypyrimidin-2-amine
  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