N-benzyl-N-(1-[2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydro-1-pyrimidinyl)tetrahydro-3-furanyl]-1H-1,2,3-triazol-4-yl)-4-methyl-1-benzenesulfonamide

• 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: N-benzyl-N-(1-[2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydro-1-pyrimidinyl)tetrahydro-3-furanyl]-1H-1,2,3-triazol-4-yl)-4-methyl-1-benzenesulfonamide
• 英文别名: N-benzyl-N-[1-[(2S,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]triazol-4-yl]-4-methylbenzenesulfonamide
• 化学式: C₂₆H₂₈N₆O₆S
• 分子量: 552.611
• InChiKey: IXRUPUZCDINASR-WMTXJRDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  齐多夫定 、 N-苄基-N-乙炔基-4-甲基苯磺酰胺 在 copper diacetate 、 sodium ascorbate 作用下， 以 氯仿 、 水 、 叔丁醇 为溶剂， 以59%的产率得到N-benzyl-N-(1-[2-(hydroxymethyl)-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydro-1-pyrimidinyl)tetrahydro-3-furanyl]-1H-1,2,3-triazol-4-yl)-4-methyl-1-benzenesulfonamide
  参考文献：
  名称：

  Click chemistry with ynamides

  摘要：

  A series of diversely 1-substituted 4-amino 1,2,3-triazoles were synthesized by [3+2] cycloaddition between azides and ynamides. This copper catalyzed process represents the first examples of a 'click reaction' employing ynamides and should expand the scope of the ynamide chemistry both synthetically and industrially. Various azides (even highly functionalized) were allowed to react with N-benzyl, N-tosyl ynamide to give the corresponding triazole adducts in high yield and with very high levels of regioselectivity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.090

文献信息

• Click chemistry with ynamides
  作者：Maarten IJsselstijn、Jean-Christophe Cintrat

  DOI：10.1016/j.tet.2005.11.090

  日期：2006.4

  A series of diversely 1-substituted 4-amino 1,2,3-triazoles were synthesized by [3+2] cycloaddition between azides and ynamides. This copper catalyzed process represents the first examples of a 'click reaction' employing ynamides and should expand the scope of the ynamide chemistry both synthetically and industrially. Various azides (even highly functionalized) were allowed to react with N-benzyl, N-tosyl ynamide to give the corresponding triazole adducts in high yield and with very high levels of regioselectivity. (c) 2006 Elsevier Ltd. All rights reserved.