5'-(2)H-3',5'-bis-O-p-toluoyl-thymidine | 1239990-50-1

• 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'-(2)H-3',5'-bis-O-p-toluoyl-thymidine
• CAS: 1239990-50-1
• 化学式: C₂₆H₂₆N₂O₇
• 分子量: 479.494
• InChiKey: PUSZQUJVSQNJEI-WFBGSHMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  35.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  116.69
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5'-(2)H-3',5'-bis-O-p-toluoyl-thymidine 在 甲醇 、 氨 作用下， 反应 20.0h， 生成
  参考文献：
  名称：

  Stereoselective Nucleoside Deuteration for NMR Studies of DNA

  摘要：

  A procedure has been elaborated for stereoselective deuterium substitution of one of the diastereotopic 5'-protons in 2'-deoxynucleotides. The synthetic scheme uses the reduction of the 5-oxosugar derivative with deuterated Alpine-Borane. The resulting deuterosugar is converted into pyrimidine nucleosides and incorporated into DNA using standard protocols. Comparison of two-dimensional NMR spectra of the fully protonated and partially deuterated duplexes allowed us to assign diastereotopic 5' protons, increasing the number of experimental restraints used for structure determination.

  DOI：

  10.1080/15257770.2010.494650
• 作为产物：
  描述：

  methyl-5-(2)H-3,5-O-bis-p-toluoyl-2-α,β-D-erythro-pentofuranoside 在 盐酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 5'-(2)H-3',5'-bis-O-p-toluoyl-thymidine
  参考文献：
  名称：

  Stereoselective Nucleoside Deuteration for NMR Studies of DNA

  摘要：

  A procedure has been elaborated for stereoselective deuterium substitution of one of the diastereotopic 5'-protons in 2'-deoxynucleotides. The synthetic scheme uses the reduction of the 5-oxosugar derivative with deuterated Alpine-Borane. The resulting deuterosugar is converted into pyrimidine nucleosides and incorporated into DNA using standard protocols. Comparison of two-dimensional NMR spectra of the fully protonated and partially deuterated duplexes allowed us to assign diastereotopic 5' protons, increasing the number of experimental restraints used for structure determination.

  DOI：

  10.1080/15257770.2010.494650