(2S,3R,4S,5S,6S)-2-hydroxy-6-(piperidine-1-carbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 1226981-23-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3R,4S,5S,6S)-2-hydroxy-6-(piperidine-1-carbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 1226981-23-2
• 化学式: C₁₇H₂₅NO₉
• 分子量: 387.387
• InChiKey: XWDWMUIXNLVAIM-JGFGOLAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.49
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  128.67
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  哌啶 、 2,3,4-tri-O-acetyl-β-D-glucopyranurono-6,1-lactone 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 (2S,3R,4S,5S,6S)-2-hydroxy-6-(piperidine-1-carbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 、
  参考文献：
  名称：

  Fast synthesis of uronamides by non-catalyzed opening of glucopyranurono-6,1-lactone with amines, amino acids, and aminosugars

  摘要：

  A series of glucuronamides have been easily prepared by reaction of glucopyranurono-6,1-lactone with a wide variety of amines. Primary and secondary amines gave the corresponding amides in short times, high yields. Diamines led to diuronamide compounds, whereas glucuronic acid conjugates were obtained with amino acids. The reaction with aminosugars afforded disaccharide analogues. In all products, the anomeric position is free for further conversion. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.019