(2R,2'R,3S,3'S,4R,4'R,5R,5'R,6S,6'S)-(((butane-1,4-diylbis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(oxy))bis(5-acetamido-2-(acetoxymethyl)tetrahydro-2H-pyran-6,3,4-triyl) tetraacetate | 1063719-83-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,2'R,3S,3'S,4R,4'R,5R,5'R,6S,6'S)-(((butane-1,4-diylbis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(oxy))bis(5-acetamido-2-(acetoxymethyl)tetrahydro-2H-pyran-6,3,4-triyl) tetraacetate
• CAS: 1063719-83-4
• 化学式: C₃₈H₅₄N₈O₁₈
• 分子量: 910.89
• InChiKey: XWVVUGCTUSMNHW-ZOADBVHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  64.0
• 可旋转键数：
  21.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  314.34
• 氢给体数：
  2.0
• 氢受体数：
  24.0

反应信息

• 作为产物：
  描述：

  propargyl 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranoside 、 1,4-二叠氮基丁烷 在 Cu(I)-modified zeolite 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以72%的产率得到(2R,2'R,3S,3'S,4R,4'R,5R,5'R,6S,6'S)-(((butane-1,4-diylbis(1H-1,2,3-triazole-1,4-diyl))bis(methylene))bis(oxy))bis(5-acetamido-2-(acetoxymethyl)tetrahydro-2H-pyran-6,3,4-triyl) tetraacetate
  参考文献：
  名称：

  ‘Click chemistry’ in CuI-zeolites: a convenient access to glycoconjugates

  摘要：

  Zeolites modified with Cu-I ions are efficient catalyst for 'click' reactions involving carbohydrates and aminoacid derivatives. Glycopeptides and oligosaccharides mimics as well as multivalent carbohydrate derivatives have been obtained in good to high yield using heterogeneous Cu-I-modified zeolite catalysts. Contrarily to expectation, pore sizes and internal shapes within zeolites were not a limitation and large glucosyl ditriazoles, disaccharide triazoles, and glucosylated triazolylaminoacids could easily be obtained. Such Cu-I-zeolite heterogeneous catalysts greatly facilitated products recovery, through an easy filtration-solvent evaporation sequence, thus offering a convenient alternative to current methods. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.086