1-[(2R,4S,5R)-4-azido-5-[[1-[(2R,3S,5R)-2-[[1-[(2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]triazol-4-yl]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]triazol-4-yl]methyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione | 1173882-38-6

• 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: 1-[(2R,4S,5R)-4-azido-5-[[1-[(2R,3S,5R)-2-[[1-[(2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]triazol-4-yl]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]triazol-4-yl]methyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 1173882-38-6
• 化学式: C₃₄H₃₉N₁₅O₁₀
• 分子量: 817.778
• InChiKey: QEKBNXKVHRADKJ-IVVQBESSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  59
• 可旋转键数：
  11
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  272
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  1-[(2R,4S,5R)-4-azido-5-[[1-[(2R,3S,5R)-2-[[1-[(2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]triazol-4-yl]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]triazol-4-yl]methyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione 、 1-[(2R,4S,5R)-4-[4-[[(2R,3S,5R)-3-[4-[[(2R,3S,5R)-3-[4-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]triazol-1-yl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]triazol-1-yl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]triazol-1-yl]-5-prop-2-ynyloxolan-2-yl]-5-methylpyrimidine-2,4-dione 在 二甲基硫 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 1.0h， 以33.2 mg的产率得到
  参考文献：
  名称：

  Convergent synthesis of oligomers of triazole-linked DNA analogue (TLDNA) in solution phase

  摘要：

  A convergent route for the solution-phase synthesis of oligomeric triazole-linked analogues of DNA ((TL)DNA) has been developed. A one-pot procedure for desilylation of masked acetylene and the ensuing copper-catalyzed Huisgen coupling reaction between oligomers allowed the solution-phase synthesis of 7-mer and 8-mer (TL)DNA in good yield. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.101
• 作为产物：
  描述：

  在 溶剂黄146 作用下， 以 水 为溶剂， 反应 1.0h， 以97%的产率得到1-[(2R,4S,5R)-4-azido-5-[[1-[(2R,3S,5R)-2-[[1-[(2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]triazol-4-yl]methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]triazol-4-yl]methyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
  参考文献：
  名称：

  Convergent synthesis of oligomers of triazole-linked DNA analogue (TLDNA) in solution phase

  摘要：

  A convergent route for the solution-phase synthesis of oligomeric triazole-linked analogues of DNA ((TL)DNA) has been developed. A one-pot procedure for desilylation of masked acetylene and the ensuing copper-catalyzed Huisgen coupling reaction between oligomers allowed the solution-phase synthesis of 7-mer and 8-mer (TL)DNA in good yield. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.101

文献信息

• Convergent synthesis of oligomers of triazole-linked DNA analogue (TLDNA) in solution phase
  作者：Tomoko Fujino、Naomi Yamazaki、Hiroyuki Isobe

  DOI：10.1016/j.tetlet.2009.04.101

  日期：2009.7

  A convergent route for the solution-phase synthesis of oligomeric triazole-linked analogues of DNA ((TL)DNA) has been developed. A one-pot procedure for desilylation of masked acetylene and the ensuing copper-catalyzed Huisgen coupling reaction between oligomers allowed the solution-phase synthesis of 7-mer and 8-mer (TL)DNA in good yield. (C) 2009 Elsevier Ltd. All rights reserved.