4-[(1-methylimidazoliumhexafluorophospho)methyl]benzyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside | 1312424-03-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[(1-methylimidazoliumhexafluorophospho)methyl]benzyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside
• 英文别名: [(2S,3S,4S,5R,6R)-2-[[4-[(3-methylimidazol-3-ium-1-yl)methyl]phenyl]methoxy]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-yl] acetate;hexafluorophosphate
• CAS: 1312424-03-5
• 化学式: C₄₁H₄₅N₂O₇*F₆P
• 分子量: 822.782
• InChiKey: MSLDLSFUPFCFDH-AZXZSNCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  57
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  4-[(1-methylimidazoliumhexafluorophospho)methyl]benzyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.75h， 以99%的产率得到(2S,3S,4R,5R,6R)-2-[[4-[(3-methylimidazol-3-ium-1-yl)methyl]phenyl]methoxy]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-ol;hexafluorophosphate
  参考文献：
  名称：

  Assembly of Homolinear α(1→2)-Linked Nonamannoside on Ionic Liquid Support

  摘要：

  An improved method for the synthesis of large and complex oligosaccharides on ionic liquid (IL) support was developed. A strategy to attach the acceptor on IL using a more stable ether linker was used to prevent undesirable decomposition and side products. A "dissolution-evaporation-precipitation" purification procedure was also developed by combining the advantages of precipitation and solid-liquid extraction to reduce mechanical loss and purification time. This approach was successfully used for the rapid assembly of ionic liquid supported homolinear alpha(1 -> 2)-linked nonamannoside in 25.2% overall yield within 28.5 h.

  DOI：

  10.1021/jo2006126
• 作为产物：
  描述：

  4-(bromomethyl)benzyl alcohol acetate 在 六氟磷酸钾 、 三氟甲磺酸三甲基硅酯 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 1.5h， 生成 4-[(1-methylimidazoliumhexafluorophospho)methyl]benzyl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside
  参考文献：
  名称：

  Assembly of Homolinear α(1→2)-Linked Nonamannoside on Ionic Liquid Support

  摘要：

  An improved method for the synthesis of large and complex oligosaccharides on ionic liquid (IL) support was developed. A strategy to attach the acceptor on IL using a more stable ether linker was used to prevent undesirable decomposition and side products. A "dissolution-evaporation-precipitation" purification procedure was also developed by combining the advantages of precipitation and solid-liquid extraction to reduce mechanical loss and purification time. This approach was successfully used for the rapid assembly of ionic liquid supported homolinear alpha(1 -> 2)-linked nonamannoside in 25.2% overall yield within 28.5 h.

  DOI：

  10.1021/jo2006126