S-ethyl-5'-phthalimido-3'-thio-5'-deoxythymidine | 491837-26-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: S-ethyl-5'-phthalimido-3'-thio-5'-deoxythymidine
• 英文别名: 2-[[(2R,3S,5R)-3-ethylsulfanyl-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]isoindole-1,3-dione
• CAS: 491837-26-4
• 化学式: C₂₀H₂₁N₃O₅S
• 分子量: 415.47
• InChiKey: MLVNWOHLCNOVSI-OWCLPIDISA-N

物化性质

• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  S-ethyl-5'-phthalimido-3'-thio-5'-deoxythymidine 在 甲胺 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以30%的产率得到S-ethyl-3'-thio-5'-amino-5'-deoxythymidine
  参考文献：
  名称：

  Artificial Nucleosides Possessing Metal Binding Sites at the 3‘- and 5‘-Positions of the Deoxyribose Moieties

  摘要：

  This paper describes a convenient synthetic procedure for nucleoside mimics, 1-6, in which the 3',5'-hydroxy groups of natural 2'-deoxythymidine or 2'-deoxyadenosine are replaced by thiol, amine, or alkylthiol groups. Such nucleosides would be built up into a single DNA strand with cooperative participation of metal coordination, where internucleoside linkages are replaced by metal complexation motifs. The X-ray crystal structure and complexation behaviors of 3',5'-dithiothymidine, 1, with Au-I are also reported.

  DOI：

  10.1021/jo026026l
• 作为产物：
  描述：

  5’-三苯甲基-2’-脱氧-2,3’-双脱氢胸苷 在 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 S-ethyl-5'-phthalimido-3'-thio-5'-deoxythymidine
  参考文献：
  名称：

  Artificial Nucleosides Possessing Metal Binding Sites at the 3‘- and 5‘-Positions of the Deoxyribose Moieties

  摘要：

  This paper describes a convenient synthetic procedure for nucleoside mimics, 1-6, in which the 3',5'-hydroxy groups of natural 2'-deoxythymidine or 2'-deoxyadenosine are replaced by thiol, amine, or alkylthiol groups. Such nucleosides would be built up into a single DNA strand with cooperative participation of metal coordination, where internucleoside linkages are replaced by metal complexation motifs. The X-ray crystal structure and complexation behaviors of 3',5'-dithiothymidine, 1, with Au-I are also reported.

  DOI：

  10.1021/jo026026l