benzyl (3R,4R,5S)-4-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)oxy-3-benzyloxy-piperidine-5-carboxylate mono-oxalic acid salt | 1248566-70-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl (3R,4R,5S)-4-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)oxy-3-benzyloxy-piperidine-5-carboxylate mono-oxalic acid salt
• CAS: 1248566-70-2
• 化学式: C₂H₂O₄*C₄₂H₄₆N₄O₉
• 分子量: 840.884
• InChiKey: DJABOPCAUULWHO-GSZSWUMYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  61.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  234.14
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  benzyl (3R,4R,5S)-4-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)oxy-3-benzyloxy-piperidine-5-carboxylate mono-oxalic acid salt 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 以84%的产率得到benzyl (3R,4R,5S)-4-(2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)oxy-3-benzyloxy-piperidine-5-carboxylate
  参考文献：
  名称：

  Syntheses of novel azasugar-containing mimics of heparan sulfate fragments as potential heparanase inhibitors

  摘要：

  A series of eight novel, highly modified mono-, di- and trisaccharide derivatives, each containing an iminoalditol moiety, has been synthesized in the quest for potential heparanase inhibitors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.05.032
• 作为产物：
  描述：

  1-((9H-fluoren-9-yl)methyl) 3-benzyl (3S,4R,5R)-4-(((2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-azido-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-yl)oxy)-5-(benzyloxy)piperidine-1,3-dicarboxylate 、 草酸 在 吗啉 作用下， 反应 0.58h， 以1.71 g的产率得到benzyl (3R,4R,5S)-4-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)oxy-3-benzyloxy-piperidine-5-carboxylate mono-oxalic acid salt
  参考文献：
  名称：

  Syntheses of novel azasugar-containing mimics of heparan sulfate fragments as potential heparanase inhibitors

  摘要：

  A series of eight novel, highly modified mono-, di- and trisaccharide derivatives, each containing an iminoalditol moiety, has been synthesized in the quest for potential heparanase inhibitors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.05.032