N4-2-(4-nitrophenyl)ethoxycarbonyl-3'-deoxycytidi | 161110-15-2

• 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: N4-2-(4-nitrophenyl)ethoxycarbonyl-3'-deoxycytidi
• 英文别名: N⁴-2-(4-nitrophenyl)ethoxycarbonyl-3'-deoxycytidi
• CAS: 161110-15-2
• 化学式: C₁₈H₂₀N₄O₈
• 分子量: 420.379
• InChiKey: SIDQKYJWRSJQAW-SQWLQELKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.58
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  166.05
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  4,4'-双甲氧基三苯甲基氯 、 N4-2-(4-nitrophenyl)ethoxycarbonyl-3'-deoxycytidi 以 吡啶 为溶剂， 反应 3.0h， 以76%的产率得到5'-O-dimethoxytrityl-N⁴-2-(4-nitrophenyl)ethoxycarbonyl-3'-deoxycytidine
  参考文献：
  名称：

  Nucleosides. LVI¹Synthesis and Chemical Modifications of 3′-Deoxy-Pyrimidine Nucleosides

  摘要：

  3'-Deoxyuridine(1) and 3'-deoxycytidine(2) were prepared with improved yields by two different methods applying either the Barton procedure to appropriate 2',5'-di-O-protected pyrimidine nucleosides or by choosing the direct glycosylation of the pyrimidine bases with 1,2-di-O-acetyl-5-O-toluoyl-3-deoxy-D-erythro-pentofuranose via the silylation approach. Suitable protecting groups for the sugar moiety have been found in the trityl, tert-butyldimethylsilyl and the thexyl groups which are inert in the radical deoxygenation process. The newly synthesised compounds were characterised by elemental analyses and UV and H-1-NMR spectra.

  DOI：

  10.1080/15257779408012162
• 作为产物：
  描述：

  N⁴,2'-di-N,O-acetyl-3'-deoxy-5'-O-(4-methylbenzoyl)-cytidine 在 sodium ethanolate 、 三乙胺 、 六甲基二硅氮烷 作用下， 反应 48.0h， 生成 N4-2-(4-nitrophenyl)ethoxycarbonyl-3'-deoxycytidi
  参考文献：
  名称：

  Nucleosides. LVI¹Synthesis and Chemical Modifications of 3′-Deoxy-Pyrimidine Nucleosides

  摘要：

  3'-Deoxyuridine(1) and 3'-deoxycytidine(2) were prepared with improved yields by two different methods applying either the Barton procedure to appropriate 2',5'-di-O-protected pyrimidine nucleosides or by choosing the direct glycosylation of the pyrimidine bases with 1,2-di-O-acetyl-5-O-toluoyl-3-deoxy-D-erythro-pentofuranose via the silylation approach. Suitable protecting groups for the sugar moiety have been found in the trityl, tert-butyldimethylsilyl and the thexyl groups which are inert in the radical deoxygenation process. The newly synthesised compounds were characterised by elemental analyses and UV and H-1-NMR spectra.

  DOI：

  10.1080/15257779408012162