2',3',5'-tri-O-benzoyl-5-[(N-hydroxy)carboxamido]uridine | 189069-49-6

• 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: 2',3',5'-tri-O-benzoyl-5-[(N-hydroxy)carboxamido]uridine
• CAS: 189069-49-6
• 化学式: C₃₁H₂₅N₃O₁₁
• 分子量: 615.553
• InChiKey: ZWCSSYYGCHGVCZ-ANNHOSHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  45.0
• 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：
  192.32
• 氢给体数：
  3.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2',3',5'-tri-O-benzoyl-5-[(N-hydroxy)carboxamido]uridine 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以61%的产率得到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：

  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 、 N,N'-二环己基碳二亚胺 作用下， 以 三乙胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 生成 2',3',5'-tri-O-benzoyl-5-[(N-hydroxy)carboxamido]uridine
  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