1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid | 189069-47-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid
• 英文别名: 1-[(2R,3R,4R,5R)-3,4-dibenzoyloxy-5-(benzoyloxymethyl)oxolan-2-yl]-2,4-dioxopyrimidine-5-carboxylic acid
• CAS: 189069-47-4
• 化学式: C₃₁H₂₄N₂O₁₁
• 分子量: 600.538
• InChiKey: SWAWMZQOBACXRS-PMHJDTQVSA-N

物化性质

• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  44.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  180.29
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid 在 盐酸羟胺 、 sodium methylate 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 三乙胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 96.25h， 生成 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid hydroxyamide
  参考文献：
  名称：

  Synthesis of Some Hydroxamic Acids Related to Uridine: Potential Inhibitors of Ribonucleoside Diphosphate Reductase

  摘要：

  5-(N-Hydroxy)carboxamidouridine (5) and 5-(N-hydroxy)carboxamidomethyluridine (6) have been synthesized; these hydroxamic acids incorporate a radical trap into a nucleoside structure, and are designed as potential inhibitors of ribonucleotide diphosphate reductase.

  DOI：

  10.1080/07328319708002527
• 作为产物：
  描述：

  脲嘧啶-5-羧酸 在 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 、 xylene 为溶剂， 反应 4.0h， 生成 1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid
  参考文献：
  名称：

  Synthesis of Some Hydroxamic Acids Related to Uridine: Potential Inhibitors of Ribonucleoside Diphosphate Reductase

  摘要：

  5-(N-Hydroxy)carboxamidouridine (5) and 5-(N-hydroxy)carboxamidomethyluridine (6) have been synthesized; these hydroxamic acids incorporate a radical trap into a nucleoside structure, and are designed as potential inhibitors of ribonucleotide diphosphate reductase.

  DOI：

  10.1080/07328319708002527