triethylamine (2R,3R,4R,5S,6R)-3-acetamido-5-(benzoyloxy)-6-((benzoyloxy)methyl)-4-(((2R,3R,4R,5S,6R)-3,4-bis(benzoyloxy)-5-fluoro-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl phosphate | 1194331-67-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: triethylamine (2R,3R,4R,5S,6R)-3-acetamido-5-(benzoyloxy)-6-((benzoyloxy)methyl)-4-(((2R,3R,4R,5S,6R)-3,4-bis(benzoyloxy)-5-fluoro-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl phosphate
• CAS: 1194331-67-3
• 化学式: C₆H₁₅N*C₄₃H₄₁FNO₁₈P
• 分子量: 1010.96
• InChiKey: YILVFWJCQJHVMQ-PXCNVQLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.83
• 重原子数：
  71.0
• 可旋转键数：
  18.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  258.29
• 氢给体数：
  3.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  triethylamine (2R,3R,4R,5S,6R)-3-acetamido-5-(benzoyloxy)-6-((benzoyloxy)methyl)-4-(((2R,3R,4R,5S,6R)-3,4-bis(benzoyloxy)-5-fluoro-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl phosphate 、 N,N'-二环己基-4-吗啉甲脒-5'-O-[羟基(4-吗啉基)磷酰]尿苷(1:1) 在 吡啶 、 四氮唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  The first chemical synthesis of F-4-GlcAβ(1→3)GlcNAc-UDP with the potential of novel substrate and enzyme inhibitor for hyaluronic acid synthases (HASs)

  摘要：

  The first chemical synthesis of F-4-GlcA beta(1 -> 3)GlcNAc-UDP is described here. This compound can serve as a novel substrate to study the catalytic mechanism of hyaluronic acid synthases (HASs) and has potential to be donor for these enzymes that extend HA chain at the reducing end. Moreover, it may also behave as inhibitor for the enzymes that act on non-reducing end in the assembly of HA chain. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.017
• 作为产物：
  描述：

  (2R,3R,4R,5S,6R)-2-(((2R,3R,4R,5S,6R)-3-acetamido-5-(benzoyloxy)-6-((benzoyloxy)methyl)-2-((bis(benzyloxy)phosphoryl)oxy)tetrahydro-2H-pyran-4-yl)oxy)-5-fluoro-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4-diyl dibenzoate 、 三乙胺 在 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 6.0h， 以91%的产率得到triethylamine (2R,3R,4R,5S,6R)-3-acetamido-5-(benzoyloxy)-6-((benzoyloxy)methyl)-4-(((2R,3R,4R,5S,6R)-3,4-bis(benzoyloxy)-5-fluoro-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl phosphate
  参考文献：
  名称：

  The first chemical synthesis of F-4-GlcAβ(1→3)GlcNAc-UDP with the potential of novel substrate and enzyme inhibitor for hyaluronic acid synthases (HASs)

  摘要：

  The first chemical synthesis of F-4-GlcA beta(1 -> 3)GlcNAc-UDP is described here. This compound can serve as a novel substrate to study the catalytic mechanism of hyaluronic acid synthases (HASs) and has potential to be donor for these enzymes that extend HA chain at the reducing end. Moreover, it may also behave as inhibitor for the enzymes that act on non-reducing end in the assembly of HA chain. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.017