methyl 2-acetamido-4-C-[(3S,4R)-4-acetoxy-3-(methoxycarbonyl)pyrrolidin-1-yl]methyl-3-O-acetyl-2,4-dideoxy-α-D-glucopyranoside | 1248566-41-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: methyl 2-acetamido-4-C-[(3S,4R)-4-acetoxy-3-(methoxycarbonyl)pyrrolidin-1-yl]methyl-3-O-acetyl-2,4-dideoxy-α-D-glucopyranoside
• CAS: 1248566-41-7
• 化学式: C₂₀H₃₂N₂O₁₀
• 分子量: 460.481
• InChiKey: GMKQMZSPTLRDFT-LOYNAMIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.56
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  149.93
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  methyl 2-acetamido-4-C-[(3S,4R)-4-acetoxy-3-(methoxycarbonyl)pyrrolidin-1-yl]methyl-3-O-acetyl-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 3.0h， 以91%的产率得到methyl 2-acetamido-4-C-[(3S,4R)-4-acetoxy-3-(methoxycarbonyl)pyrrolidin-1-yl]methyl-3-O-acetyl-2,4-dideoxy-6-O-sulfo-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 2-acetamido-4-C-[(3S,4R)-4-acetoxy-3-(methoxycarbonyl)pyrrolidin-1-yl]methyl-3-O-acetyl-6-O-tert-butyldimethylsilyl-2,4-dideoxy-α-D-glucopyranoside 在 水 、 溶剂黄146 作用下， 反应 3.0h， 以94%的产率得到methyl 2-acetamido-4-C-[(3S,4R)-4-acetoxy-3-(methoxycarbonyl)pyrrolidin-1-yl]methyl-3-O-acetyl-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