(2R,3R,4S,5R,6R)-5-(((2S,3R,4S,5R,6R)-5-acetoxy-3-(benzoyloxy)-6-((benzoyloxy)methyl)-4-hydroxytetrahydro-2H-pyran-2-yl)oxy)-6-((benzoyloxy)methyl)-2-methoxytetrahydro-2H-pyran-3,4-diyl dibenzoate | 634901-56-7

• 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: (2R,3R,4S,5R,6R)-5-(((2S,3R,4S,5R,6R)-5-acetoxy-3-(benzoyloxy)-6-((benzoyloxy)methyl)-4-hydroxytetrahydro-2H-pyran-2-yl)oxy)-6-((benzoyloxy)methyl)-2-methoxytetrahydro-2H-pyran-3,4-diyl dibenzoate
• CAS: 634901-56-7
• 化学式: C₅₀H₄₆O₁₇
• 分子量: 918.905
• InChiKey: PHWFQJHWUMAPGS-JMDBYHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  67.0
• 可旋转键数：
  16.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  214.95
• 氢给体数：
  1.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5R,6R)-5-(((2S,3R,4S,5R,6R)-5-acetoxy-3-(benzoyloxy)-6-((benzoyloxy)methyl)-4-hydroxytetrahydro-2H-pyran-2-yl)oxy)-6-((benzoyloxy)methyl)-2-methoxytetrahydro-2H-pyran-3,4-diyl dibenzoate 在 吡啶 、 potassium nitrite 、 potassium thioacetate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  Synthesis of Lactose-Based S-Linked Sialylmimetics of α(2,3)-Sialosides

  摘要：

  A new approach toward the synthesis of lactose-based S-linked sialylmimetics of alpha(2,3)-linked sialosides is described. These compounds, represented by the general structure 3, were prepared from methyl beta-D-lactoside in 11 steps. It was found that the choice of protecting group was crucial to allow the efficient introduction of sulfur at the 3-position of the galactose ring.

  DOI：

  10.1021/ol035733d
• 作为产物：
  描述：

  (2R,3R,4S,5R,6R)-5-(((2S,3R,4R,5R,6R)-5-acetoxy-3-(benzoyloxy)-6-((benzoyloxy)methyl)-4-hydroxytetrahydro-2H-pyran-2-yl)oxy)-6-((benzoyloxy)methyl)-2-methoxytetrahydro-2H-pyran-3,4-diyl dibenzoate 在 吡啶 、 potassium thioacetate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 (2R,3R,4S,5R,6R)-5-(((2S,3R,4S,5R,6R)-5-acetoxy-3-(benzoyloxy)-6-((benzoyloxy)methyl)-4-hydroxytetrahydro-2H-pyran-2-yl)oxy)-6-((benzoyloxy)methyl)-2-methoxytetrahydro-2H-pyran-3,4-diyl dibenzoate
  参考文献：
  名称：

  Synthesis of Lactose-Based S-Linked Sialylmimetics of α(2,3)-Sialosides

  摘要：

  A new approach toward the synthesis of lactose-based S-linked sialylmimetics of alpha(2,3)-linked sialosides is described. These compounds, represented by the general structure 3, were prepared from methyl beta-D-lactoside in 11 steps. It was found that the choice of protecting group was crucial to allow the efficient introduction of sulfur at the 3-position of the galactose ring.

  DOI：

  10.1021/ol035733d