1,3,4-tri-O-acetyl-2-azidodeoxy-α-L-fucopyranosylamine | 70717-97-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3,4-tri-O-acetyl-2-azidodeoxy-α-L-fucopyranosylamine
• CAS: 70717-97-4
• 化学式: C₁₂H₁₈N₄O₆
• 分子量: 314.298
• InChiKey: OKEBXJWYXBEZLJ-DETLFLRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.41
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  139.69
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  2-azido-1-O-nitro-3,4-di-O-acetyl-L-fucose 、 乙酸酐 在 sodium acetate 、 溶剂黄146 作用下， 反应 5.0h， 生成 1,3,4-tri-O-acetyl-2-azidodeoxy-α-L-fucopyranosylamine 、 1,3,4-tri-O-acetyl-2-azidodeoxy-β-L-fucopyranosylamine 、 1,2,4-tri-O-acetyl-2-azido-2-deoxy-L-fucose 、 1,2,4-tri-O-acetyl-2-azido-2-deoxy-L-fucose
  参考文献：
  名称：

  Azidonitration of Di-O-acetyl-L-fucal: X-Ray Crystal Structures of Intermediate Azidodeoxysugars and of the Bacterial Aminosugar N-Acetyl-L-fucosamine

  摘要：

  The azidonitration of di-O-acetyl-L-fucal has previously been shown to be an efficient route to the bacterial aminosugar N-acetyl-L-fucosamine. Upon repeating this sequence, with updated versions of the glycal formation and amide installation steps, we have obtained X-ray crystal structures of several of the addition products, which are now reported along with the solid-state structure of N-acetyl-L-fucosamine itself.

  DOI：

  10.1080/07328303.2012.658125