methyl 4-C-[(3S,4R)-4-{2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl}oxy-3-(carboxy)pyrrolidin-1-yl]methyl-2-O-(benzyloxycarbonyl)amino-3-O-benzyl-2,4-dideoxy-α-D-glucopyranoside | 1248566-51-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 4-C-[(3S,4R)-4-{2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl}oxy-3-(carboxy)pyrrolidin-1-yl]methyl-2-O-(benzyloxycarbonyl)amino-3-O-benzyl-2,4-dideoxy-α-D-glucopyranoside
• CAS: 1248566-51-9
• 化学式: C₄₈H₅₇N₅O₁₃
• 分子量: 912.006
• InChiKey: MDOPMPWKPZDFLG-UGYKHJDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  66.0
• 可旋转键数：
  21.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  232.7
• 氢给体数：
  4.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  methyl 4-C-[(3S,4R)-4-{2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl}oxy-3-(carboxy)pyrrolidin-1-yl]methyl-2-O-(benzyloxycarbonyl)amino-3-O-benzyl-2,4-dideoxy-α-D-glucopyranoside 在 三甲基铵三氧化硫共聚物 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以77%的产率得到
  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：

  methyl 4-C-[(3S,4R)-4-{6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl}oxy-3-(methoxycarbonyl)pyrrolidin-1-yl]methyl-3-O-benzyl-2-O-(benzyloxycarbonyl)amino-2,4-dideoxy-α-D-glucopyranoside 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以81%的产率得到methyl 4-C-[(3S,4R)-4-{2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl}oxy-3-(carboxy)pyrrolidin-1-yl]methyl-2-O-(benzyloxycarbonyl)amino-3-O-benzyl-2,4-dideoxy-α-D-glucopyranoside
  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