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 | 1248566-66-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 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
• CAS: 1248566-66-6
• 化学式: C₅₇H₅₆N₄O₁₁
• 分子量: 973.092
• InChiKey: SYGVHPJKPJGFCM-MAWIKCLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.72
• 重原子数：
  72.0
• 可旋转键数：
  19.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  177.05
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  benzyl (3R,4R,5S)-3-benzyloxy-N-[(9-fluorenylmethyloxy)-carbonyl]-4-hydroxy-piperidine-5-carboxylate 、 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl trichloroacetimidate 在 叔丁基二甲硅基三氟甲磺酸酯 作用下， 反应 0.42h， 生成 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
  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