(2R,3R,4S,5R)-2-((1-((2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl)-1H-1,2,3-triazol-4-yl)methoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 1108170-91-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S,5R)-2-((1-((2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl)-1H-1,2,3-triazol-4-yl)methoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 1108170-91-7
• 化学式: C₂₄H₃₁N₅O₁₂
• 分子量: 581.536
• InChiKey: CLAFPVDVMBKCOV-HASQBKQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.37
• 重原子数：
  41.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  212.39
• 氢给体数：
  2.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R)-2-((1-((2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl)-1H-1,2,3-triazol-4-yl)methoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 在 氨 作用下， 反应 24.0h， 以100%的产率得到1-((2R,4S,5S)-5-(hydroxymethyl)-4-(4-((((2R,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  A Highly Efficient and Selective Synthesis of 1,2,3-Triazole Linked Saccharide Nucleosides Via “Click Chemistry”

  摘要：

  A series of 1,2,3-triazole linked saccharide nucleosides were synthesized in high yield and selectivity via "click chemistry" of the 3'-azido-2'-deoxythymidine and the propargyl carbohydrates.[GRAPHICS]

  DOI：

  10.1080/15257770801944055
• 作为产物：
  描述：

  propargyl 2,3,4-tri-O-acetyl-β-D-xylopyranoside 、 齐多夫定 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以96.9%的产率得到(2R,3R,4S,5R)-2-((1-((2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl)-1H-1,2,3-triazol-4-yl)methoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  A Highly Efficient and Selective Synthesis of 1,2,3-Triazole Linked Saccharide Nucleosides Via “Click Chemistry”

  摘要：

  A series of 1,2,3-triazole linked saccharide nucleosides were synthesized in high yield and selectivity via "click chemistry" of the 3'-azido-2'-deoxythymidine and the propargyl carbohydrates.[GRAPHICS]

  DOI：

  10.1080/15257770801944055