5-(p-methoxybenzoylethynyl)-2'-deoxyuridine

• 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: 5-(p-methoxybenzoylethynyl)-2'-deoxyuridine
• 英文别名: 5-(p-anisoylethynyl)-2'-deoxyuridine；1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-[3-(4-methoxyphenyl)-3-oxoprop-1-ynyl]pyrimidine-2,4-dione
• 化学式: C₁₉H₁₈N₂O₇
• 分子量: 386.361
• InChiKey: DDGLCXXZOJBUFI-GVDBMIGSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1'-羟基-2',3'-去氢草蒿脑 在 copper(l) iodide 、 bis(triphenylphosphine)palladium(II)-chloride 、 sodium methylate 、 三乙胺 、 pyridinium chlorochromate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 13.25h， 生成 5-(p-methoxybenzoylethynyl)-2'-deoxyuridine
  参考文献：
  名称：

  Synthesis of 5-(acylethynyl)uracils and their corresponding 2′-deoxyribonucleosides through palladium-catalysed reactions

  摘要：

  Good yields of the title uracils were obtained by using the palladium-catalysed reaction between 5-iodo-2,4-dimethoxypyrimidine and substituted propargylic alcohols rather than the corresponding ketones. The same strategy works for coupling with the 5-iodo-2'-deoxyuridines.

  DOI：

  10.1039/p19930002657

文献信息

• Synthesis of 5-(acylethynyl)uracils and their corresponding 2′-deoxyribonucleosides through palladium-catalysed reactions
  作者：Nitya G. Kundu、Swapan K. Dasgupta

  DOI：10.1039/p19930002657

  日期：——

  Good yields of the title uracils were obtained by using the palladium-catalysed reaction between 5-iodo-2,4-dimethoxypyrimidine and substituted propargylic alcohols rather than the corresponding ketones. The same strategy works for coupling with the 5-iodo-2'-deoxyuridines.