N-(2-deoxy-D-glucos-2-yl)-L-alanine | 71887-67-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(2-deoxy-D-glucos-2-yl)-L-alanine
• 英文别名: 2-Desoxy-2-(1-carboxy-ethylamino)-D-glucose
• CAS: 71887-67-7；71887-68-8
• 化学式: C₉H₁₇NO₇
• 分子量: 251.236
• InChiKey: QYICJTZEJJGAER-QBTAGHCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.15
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  139.48
• 氢给体数：
  6.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  L-丙氨酸 、 fructopyranose 在 zinc diacetate 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以73%的产率得到N-(2-deoxy-D-glucos-2-yl)-L-alanine
  参考文献：
  名称：

  Revisiting Amadori and Heyns synthesis: Critical percentage of acyclic form play the trick in addition to catalyst

  摘要：

  Amadori and Heyns reaction are landmark reactions of carbohydrate chemistry. Synthesis of simple Amadori and Heyns compounds are complicated by various factors and require tedious column chromatographic or ion chromatographic separations. Herein, we report an improved catalytic method based on classical synthetic method of Amadori and Heyns compounds in light of new understanding of a factor governing the reaction. By utilizing the improved catalytic method, we have accomplished several Amadori compounds of D-tagatose and also numerous other Amadori and Heyns compounds. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2018.06.050