methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate | 1319721-71-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate
• CAS: 1319721-71-5
• 化学式: C₃₀H₂₆F₃NO₉
• 分子量: 601.533
• InChiKey: MMHWYIWVXYRNRD-UROAJPKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  43.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  118.95
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  methyl (2,3-di-O-benzoyl-4-O-methyl-α/β-D-glucopyranose)uronate 、 2,2,2-三氟-N-苯基亚氨代乙酰氯 在 caesium carbonate 作用下， 以 丙酮 为溶剂， 反应 1.5h， 生成 methyl (2,3-di-O-benzoyl-4-O-methyl-β-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate 、 methyl (2,3-di-O-benzoyl-4-O-methyl-α-D-glucopyranoside N-phenyl-2,2,2-trifluoroacetimidate)uronate
  参考文献：
  名称：

  A practical synthesis of capped 4-methylumbelliferyl hyaluronan disaccharides and tetrasaccharides as potential hyaluronidase substrates

  摘要：

  The synthesis of hyaluronan dimers and tetramers equipped with a 4-methylumbelliferyl group at the reducing end to potentially allow monitoring of hyaluronidase activities is described. The 4-OH at the non-reducing glucuronate in the presented series is either removed or methylated to prohibit transglycosylase reactions, leading to a total of four probes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.03.042