2',5'-dideoxy-3'-O-methansulfonyl-5'-(trimethylsilyl)ethynyl-3'-epi-thymidine | 945971-34-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2',5'-dideoxy-3'-O-methansulfonyl-5'-(trimethylsilyl)ethynyl-3'-epi-thymidine
• 英文别名: [(2R,3R,5R)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2-(3-trimethylsilylprop-2-ynyl)oxolan-3-yl] methanesulfonate
• CAS: 945971-34-6
• 化学式: C₁₆H₂₄N₂O₆SSi
• 分子量: 400.528
• InChiKey: XXMAQDWXZLGNBG-MGPQQGTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.75
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2',5'-dideoxy-3'-O-methansulfonyl-5'-(trimethylsilyl)ethynyl-3'-epi-thymidine 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以89%的产率得到3'-azido-2',3',5'-trideoxy-5'-(trimethylsilyl)ethynylthymidine
  参考文献：
  名称：

  Triazole-Linked Analogue of Deoxyribonucleic Acid (^TLDNA): Design, Synthesis, and Double-Strand Formation with Natural DNA

  摘要：

  A new triazole-linked analogue of DNA ((TL)DNA) has been designed and synthesized using click chemistry. The chain elongation reaction using copper-catalyzed Huisgen cycloaddition was successful and gave the artificial oligonucleotide that formed a stable double strand with the complementary strand of natural DNA.

  DOI：

  10.1021/ol801230k
• 作为产物：
  描述：

  甲基磺酰氯 、 2',5'-dideoxy-5'-(trimethylsilyl)ethynyl-3'-epi-thymidine 以 吡啶 为溶剂， 以85%的产率得到2',5'-dideoxy-3'-O-methansulfonyl-5'-(trimethylsilyl)ethynyl-3'-epi-thymidine
  参考文献：
  名称：

  Triazole-Linked Analogue of Deoxyribonucleic Acid (^TLDNA): Design, Synthesis, and Double-Strand Formation with Natural DNA

  摘要：

  A new triazole-linked analogue of DNA ((TL)DNA) has been designed and synthesized using click chemistry. The chain elongation reaction using copper-catalyzed Huisgen cycloaddition was successful and gave the artificial oligonucleotide that formed a stable double strand with the complementary strand of natural DNA.

  DOI：

  10.1021/ol801230k