6-methyl-2'-deoxyuridine | 1429644-49-4

• 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: 6-methyl-2'-deoxyuridine
• 英文别名: 6-but-3-enyl-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• CAS: 1429644-49-4
• 化学式: C₁₃H₁₈N₂O₅
• 分子量: 282.296
• InChiKey: HLHYKDYWEUWWJW-HOSYDEDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  99.1
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3',5'-di-O-(tert-butyldimethylsilyl)-5-bromo-2'-deoxyuridine 在 四丁基氟化铵 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 6-methyl-2'-deoxyuridine
  参考文献：
  名称：

  Synthesis of 6-Alkyluridines from 6-Cyanouridine via Zinc(II) Chloride-Catalyzed Nucleophilic Substitution with Alkyl Grignard Reagents

  摘要：

  6-Cyanouracil derivatives underwent a direct nucleophilic substitution reaction with alkyl Grignard reagents in the presence of zinc(II) chloride as a catalyst to form the corresponding 6-alkyluracils. This methodology is applicable to sugar-protected 6-cyanouridine and 6-cyano-2'-deoxyuridine without the protection at the N-3-imide and provides a facile and general access to versatile 6-alkyluracil and 6-alkyluridine derivatives.

  DOI：

  10.1021/jo400364p

文献信息

• Synthesis of 6-Alkyluridines from 6-Cyanouridine via Zinc(II) Chloride-Catalyzed Nucleophilic Substitution with Alkyl Grignard Reagents
  作者：Yu-Chiao Shih、Ya-Ying Yang、Chun-Chi Lin、Tun-Cheng Chien

  DOI：10.1021/jo400364p

  日期：2013.4.19

  6-Cyanouracil derivatives underwent a direct nucleophilic substitution reaction with alkyl Grignard reagents in the presence of zinc(II) chloride as a catalyst to form the corresponding 6-alkyluracils. This methodology is applicable to sugar-protected 6-cyanouridine and 6-cyano-2'-deoxyuridine without the protection at the N-3-imide and provides a facile and general access to versatile 6-alkyluracil and 6-alkyluridine derivatives.