1-(3,5-di-O-benzoyl-1-C-carbamoyl-β-D-arabino-pentofuranosyl)uracil | 167023-20-3

• 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: 1-(3,5-di-O-benzoyl-1-C-carbamoyl-β-D-arabino-pentofuranosyl)uracil
• CAS: 167023-20-3
• 化学式: C₂₄H₂₁N₃O₉
• 分子量: 495.445
• InChiKey: NNEKWSMKWQXPAI-BKJGLDIHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.48
• 重原子数：
  36.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  180.01
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1-(3,5-di-O-benzoyl-1-C-carbamoyl-β-D-arabino-pentofuranosyl)uracil 在 4-二甲氨基吡啶 、 氯化亚砜 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-(3,5-di-O-benzoyl-1-C-cyano-β-D-arabino-pentofuranosyl)cytosine
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 1′-C-Cyano-Pyrimidine Nucleosides

  摘要：

  2'-Deoxy-, 2'-bromo-, and arabine-1'-C-cyano-pyrimidine nucleosides were synthesized from O-2,2'-cyclouridine. Incorporation of cyano group at the anomeric position was achieved by treatment of 1',2'-unsaturated uridine with NBS in the presence of pivalic acid followed by TMS-cyanide and stannic chloride. Antineoplastic and antiviral activities of those compounds are also discussed.

  DOI：

  10.1080/07328319608002386
• 作为产物：
  描述：

  1'-cyano-2'-deoxy-2'β-bromouridine 在 盐酸 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 62.0h， 生成 1-(3,5-di-O-benzoyl-1-C-carbamoyl-β-D-arabino-pentofuranosyl)uracil
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 1′-C-Cyano-Pyrimidine Nucleosides

  摘要：

  2'-Deoxy-, 2'-bromo-, and arabine-1'-C-cyano-pyrimidine nucleosides were synthesized from O-2,2'-cyclouridine. Incorporation of cyano group at the anomeric position was achieved by treatment of 1',2'-unsaturated uridine with NBS in the presence of pivalic acid followed by TMS-cyanide and stannic chloride. Antineoplastic and antiviral activities of those compounds are also discussed.

  DOI：

  10.1080/07328319608002386