(2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6R)-6-azido-4,5-bis(benzoyloxy)-2-((benzoyloxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 855860-77-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6R)-6-azido-4,5-bis(benzoyloxy)-2-((benzoyloxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 855860-77-4
• 化学式: C₄₁H₄₁N₃O₁₇
• 分子量: 847.786
• InChiKey: WEAULJVCDBNKBP-PZCHBELCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  61.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  260.55
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6R)-6-azido-4,5-bis(benzoyloxy)-2-((benzoyloxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以98%的产率得到(2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6R)-6-amino-4,5-bis(benzoyloxy)-2-((benzoyloxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  Synthesis of Structurally Diverse and Defined Bivalent Mannosides on Saccharide Scaffolding

  摘要：

  The synthesis of bivalent mannosides by the grafting of alpha-D-mannopyranoside onto monosaccharide acceptors and conjugation to terephthalic acid or phenylenediamine is described. Computational methods were used to predict accessible orientations and distances between the mannose units.

  DOI：

  10.1021/ol047841l
• 作为产物：
  描述：

  (2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-4,5-bis(benzoyloxy)-2-((benzoyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 在 叠氮基三甲基硅烷 、 硫酸 、 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 生成 (2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6R)-6-azido-4,5-bis(benzoyloxy)-2-((benzoyloxy)methyl)tetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  Synthesis of Structurally Diverse and Defined Bivalent Mannosides on Saccharide Scaffolding

  摘要：

  The synthesis of bivalent mannosides by the grafting of alpha-D-mannopyranoside onto monosaccharide acceptors and conjugation to terephthalic acid or phenylenediamine is described. Computational methods were used to predict accessible orientations and distances between the mannose units.

  DOI：

  10.1021/ol047841l