2',3',5'-tri-O-benzoyl-5-[(N-hydroxy)-carboxamidomethyl]uridine | 189069-54-3

• 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)-carboxamidomethyl]uridine
• CAS: 189069-54-3
• 化学式: C₃₂H₂₇N₃O₁₁
• 分子量: 629.58
• InChiKey: RSDMIUDSLPAMNM-GTVIQNQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.79
• 重原子数：
  46.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 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)-carboxamidomethyl]uridine 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以64%的产率得到2-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidin-5-yl]-N-hydroxyacetamide
  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：

  2',3',5'-tri-O-benzoyl-5-carboxymethyluridine 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)-carboxamidomethyl]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