5'-OH-dTpsCNEdT-3'-O-Lev | 404596-20-9

• 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'-OH-dTpsCNEdT-3'-O-Lev
• 英文别名: 5'-OH-dTps_CNEdT-3'-O-Lev
• CAS: 404596-20-9
• 化学式: C₂₈H₃₆N₅O₁₃PS
• 分子量: 713.659
• InChiKey: QJJRHANDWPPFSG-KZWJXUDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.11
• 重原子数：
  48.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  243.26
• 氢给体数：
  3.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  5'-OH-dTpsCNEdT-3'-O-Lev 、 5’-O-(4,4’-二甲氧基三苯基)-N4-苯甲酰基-2’-脱氧胞苷-3’-(2-氰乙基-N,N-二异丙基)亚磷酰胺 在 poly(4-vinylpyridinium-p-toluenesulfonate) 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 2.7h， 生成 、 5'-O-(4,4'-dimethoxytrityl)N-benzoyl-cytosine-3'-O-(2-cyanoethyl) H-phosphonate
  参考文献：
  名称：

  High-Yield Solution-Phase Synthesis of Di- and Trinucleotide Blocks Assisted by Polymer-Supported Reagents

  摘要：

  [GRAPHICS]A new solution-phase phosphoramidite approach is reported for oligonucleotide synthesis employing recyclable solid-supported reagents. It uses polyvinyl pyridinium tosylate as the activator of a nucleoside-3'-O-phosphoramidite in the coupling step with a 5'-OH nucleoside or dinucleotide. The resulting phosphite triester was either sulfurized or oxidized using polystyrene-bound trimethylammonium tetrathionate or periodiate. This method avoids complicated purification steps, as excess reagents are easily removed by filtration.

  DOI：

  10.1021/ol0511777
• 作为产物：
  描述：

  5’-(4,4’-二甲氧基三苯基)-3’-脱氧胸苷 2’-(2-氰乙基-N,N-二异丙基)亚磷酰胺 、 3'-O-levulinoylthymidine 以2.9 g的产率得到5'-OH-dTpsCNEdT-3'-O-Lev
  参考文献：
  名称：

  High-Yield Solution-Phase Synthesis of Di- and Trinucleotide Blocks Assisted by Polymer-Supported Reagents

  摘要：

  [GRAPHICS]A new solution-phase phosphoramidite approach is reported for oligonucleotide synthesis employing recyclable solid-supported reagents. It uses polyvinyl pyridinium tosylate as the activator of a nucleoside-3'-O-phosphoramidite in the coupling step with a 5'-OH nucleoside or dinucleotide. The resulting phosphite triester was either sulfurized or oxidized using polystyrene-bound trimethylammonium tetrathionate or periodiate. This method avoids complicated purification steps, as excess reagents are easily removed by filtration.

  DOI：

  10.1021/ol0511777