2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl fluoride | 1178514-93-6

• 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: 2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl fluoride
• 英文别名: Bz(-2)[Bz(-3)][Bz(-4)]Man(a1-6)[Bz(-2)][Bz(-3)][Bz(-4)]a-Man1F；[(2R,3R,4S,5S,6S)-4,5-dibenzoyloxy-2-(hydroxymethyl)-6-[[(2R,3R,4S,5S,6R)-3,4,5-tribenzoyloxy-6-fluorooxan-2-yl]methoxy]oxan-3-yl] benzoate
• CAS: 1178514-93-6
• 化学式: C₅₄H₄₅FO₁₆
• 分子量: 968.94
• InChiKey: UYLCMEMPXUNYFM-IVIUUBTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  71
• 可旋转键数：
  22
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  206
• 氢给体数：
  1
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  C₆₇H₅₉N₂O₁₇S⁽¹⁺⁾*F₆P^(1-) 、 2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl fluoride 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到[(6-O-(1-methyl-3-imidazolio)acetyl)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-1-thio-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl fluoride] hexafluorophosphate
  参考文献：
  名称：

  Imidazolium Cation Supported Solution-Phase Assembly of Homolinear α(1→6)−Linked Octamannoside: An Efficient Alternate Approach for Oligosaccharide Synthesis

  摘要：

  An efficient, simple convergent assembly of a homolinear alpha(1 -> 6)-linked octamannosyl thioglycoside was obtained starting from imidazolium cation-tagged mannosyl fluoride and thiomannoside using block couplings. During chain elongation glycosylation reactions no column chromatographic purifications were used.

  DOI：

  10.1021/jo901169u
• 作为产物：
  描述：

  [(6-O-(1-methyl-3-imidazolio)acetyl)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl fluoride] hexafluorophosphate 在 水 、 四丁基碘化铵 、 碳酸氢钠 作用下， 以 乙醚 为溶剂， 以79%的产率得到2,3,4-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranosyl fluoride
  参考文献：
  名称：

  Imidazolium Cation Supported Solution-Phase Assembly of Homolinear α(1→6)−Linked Octamannoside: An Efficient Alternate Approach for Oligosaccharide Synthesis

  摘要：

  An efficient, simple convergent assembly of a homolinear alpha(1 -> 6)-linked octamannosyl thioglycoside was obtained starting from imidazolium cation-tagged mannosyl fluoride and thiomannoside using block couplings. During chain elongation glycosylation reactions no column chromatographic purifications were used.

  DOI：

  10.1021/jo901169u

文献信息

• Imidazolium Cation Supported Solution-Phase Assembly of Homolinear α(1→6)−Linked Octamannoside: An Efficient Alternate Approach for Oligosaccharide Synthesis
  作者：Charu K. Yerneni、Vibha Pathak、Ashish K. Pathak

  DOI：10.1021/jo901169u

  日期：2009.8.21

  An efficient, simple convergent assembly of a homolinear alpha(1 -> 6)-linked octamannosyl thioglycoside was obtained starting from imidazolium cation-tagged mannosyl fluoride and thiomannoside using block couplings. During chain elongation glycosylation reactions no column chromatographic purifications were used.