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 | 1248566-50-8

• 分子结构分类: 有机化合物
• 英文名称: 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
• CAS: 1248566-50-8
• 化学式: C₅₁H₆₁N₅O₁₄
• 分子量: 968.07
• InChiKey: GEBTUWKNHVGUSG-ABWVJVNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  70.0
• 可旋转键数：
  22.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  227.77
• 氢给体数：
  2.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  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
• 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-6-O-tertbutyldimethylsilyl-2,4-dideoxy-α-D-glucopyranoside 在 甲酸 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以78%的产率得到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
  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