| 1315563-58-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1315563-58-6
• 化学式: C₁₁H₁₆N₂O₅
• 分子量: 256.258
• InChiKey: QGAKNXDPBJUGAD-SCVMZPAESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.78
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  126.4
• 氢给体数：
  5.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  2-氨基吡啶 、 果糖 在 2-氨基吡啶 、 溶剂黄146 作用下， 生成 、 、 (2R,3S,4R)-5-(pyridin-2-ylimino)hexane-1,2,3,4,6-pentaol
  参考文献：
  名称：

  Development of a chemical strategy to produce rare aldohexoses from ketohexoses using 2-aminopyridine

  摘要：

  Rare sugars are monosaccharides that are found in relatively low abundance in nature. Herein, we describe a strategy for producing rare aldohexoses from ketohexoses using the classical Lobry de Bruyn-Alberda van Ekenstein transformation. Upon Schiff-base formation of keto sugars, a fluorescence-labeling reagent, 2-aminopyridine (2-AP), was used. While acting as a base catalyst, 2-AP efficiently promoted the ketose-to-aldose transformation, and acting as a Schiff-base reagent, it effectively froze the ketose-aldose equilibrium. We could also separate a mixture of Sor, Gul, and Ido in their Schiff-base forms using a normal-phase HPLC separation system. Although Gul and Ido represent the most unstable aldohexoses, our method provides a practical way to rapidly obtain these rare aldohexoses as needed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.09.021