methyl (R)-2-(((2R,3R,4R,5S,6R)-3-acetamido-5-acetoxy-6-(acetoxymethyl)-2-((diphenoxyphosphoryl)oxy)tetrahydro-2H-pyran-4-yl)oxy)propanoate | 944468-30-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (R)-2-(((2R,3R,4R,5S,6R)-3-acetamido-5-acetoxy-6-(acetoxymethyl)-2-((diphenoxyphosphoryl)oxy)tetrahydro-2H-pyran-4-yl)oxy)propanoate
• CAS: 944468-30-8
• 化学式: C₂₈H₃₄NO₁₃P
• 分子量: 623.551
• InChiKey: USTNMNATNFZCED-FRZCHAAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  43.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  171.22
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  methyl (R)-2-(((2R,3R,4R,5S,6R)-3-acetamido-5-acetoxy-6-(acetoxymethyl)-2-((diphenoxyphosphoryl)oxy)tetrahydro-2H-pyran-4-yl)oxy)propanoate 在 platinum(IV) oxide 氢气 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 N-acetylmuramic acid 1-phosphate
  参考文献：
  名称：

  An improved total synthesis of UDP-N-acetyl-muramic acid

  摘要：

  Biochemical testing for novel inhibitors of Mur ligases requires several commercially unavailable and structurally complex substrates. We describe a modified synthetic strategy for the total chemical synthesis of the MurC ligase substrate UDP-Nacetyl-muramic acid which includes several improvements over published methods, especially with regard to purification procedures. The synthetic strategy is applicable for the synthesis of further Mur ligase substrates. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.098
• 作为产物：
  描述：

  benzyl 2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-<(R)-1-(methoxycarbonyl)ethyl>-α-D-glucopyranoside 在 palladium on activated charcoal 氢气 、 4-吡咯烷基吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 methyl (R)-2-(((2R,3R,4R,5S,6R)-3-acetamido-5-acetoxy-6-(acetoxymethyl)-2-((diphenoxyphosphoryl)oxy)tetrahydro-2H-pyran-4-yl)oxy)propanoate
  参考文献：
  名称：

  An improved total synthesis of UDP-N-acetyl-muramic acid

  摘要：

  Biochemical testing for novel inhibitors of Mur ligases requires several commercially unavailable and structurally complex substrates. We describe a modified synthetic strategy for the total chemical synthesis of the MurC ligase substrate UDP-Nacetyl-muramic acid which includes several improvements over published methods, especially with regard to purification procedures. The synthetic strategy is applicable for the synthesis of further Mur ligase substrates. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.04.098