(1S,2R)-1-((1S,3R,4R,8S)-8-acetoxy-1-(((1S,2R)-1,3-diacetoxy-1-((1R,3R,4R,8S)-8-acetoxy-6-oxo-1-(2-(trimethylsilyl)ethoxy)-2-oxa-5-azabicyclo[2.2.2]octan-3-yl)propan-2-yl)oxy)-6-oxo-2-oxa-5-azabicyclo[2.2.2]octan-3-yl)propane-1,2,3-triyl triacetate | 1178528-91-0

• 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: (1S,2R)-1-((1S,3R,4R,8S)-8-acetoxy-1-(((1S,2R)-1,3-diacetoxy-1-((1R,3R,4R,8S)-8-acetoxy-6-oxo-1-(2-(trimethylsilyl)ethoxy)-2-oxa-5-azabicyclo[2.2.2]octan-3-yl)propan-2-yl)oxy)-6-oxo-2-oxa-5-azabicyclo[2.2.2]octan-3-yl)propane-1,2,3-triyl triacetate
• CAS: 1178528-91-0
• 化学式: C₃₇H₅₄N₂O₂₀Si
• 分子量: 874.923
• InChiKey: SNQDRYVIVQEKRG-CUMUWRHKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.52
• 重原子数：
  60.0
• 可旋转键数：
  19.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  279.22
• 氢给体数：
  2.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  苯甲氧羰酰琥珀酰亚胺 、 (1S,2R)-1-((1S,3R,4R,8S)-8-acetoxy-1-(((1S,2R)-1,3-diacetoxy-1-((1R,3R,4R,8S)-8-acetoxy-6-oxo-1-(2-(trimethylsilyl)ethoxy)-2-oxa-5-azabicyclo[2.2.2]octan-3-yl)propan-2-yl)oxy)-6-oxo-2-oxa-5-azabicyclo[2.2.2]octan-3-yl)propane-1,2,3-triyl triacetate 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 以61%的产率得到
  参考文献：
  名称：

  Synthetic study on α(2→8)-linked oligosialic acid employing 1,5-lactamization as a key step

  摘要：

  An attempt to synthesize alpha(2 -> 8)-linked oligosialic acid utilizing a 1,5-lactamized sialyl acceptor is described. 1,5-Lactamization was experimentally proven to proceed only for alpha-sialoside, which was integrated into the synthetic cycle of oligosialic acid as a chemical sorting step to collect the desired alpha-sialoside and as a transformation step to produce a reactive sialyl acceptor for the next sialylation. Lactarnized oligosialyl acceptors served as favorable coupling partners for sialylation, providing high stereoselectivities and high yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.057
• 作为产物：
  描述：

  在 乙酸肼 作用下， 以 四氢呋喃 为溶剂， 生成 (1S,2R)-1-((1S,3R,4R,8S)-8-acetoxy-1-(((1S,2R)-1,3-diacetoxy-1-((1R,3R,4R,8S)-8-acetoxy-6-oxo-1-(2-(trimethylsilyl)ethoxy)-2-oxa-5-azabicyclo[2.2.2]octan-3-yl)propan-2-yl)oxy)-6-oxo-2-oxa-5-azabicyclo[2.2.2]octan-3-yl)propane-1,2,3-triyl triacetate
  参考文献：
  名称：

  Synthetic study on α(2→8)-linked oligosialic acid employing 1,5-lactamization as a key step

  摘要：

  An attempt to synthesize alpha(2 -> 8)-linked oligosialic acid utilizing a 1,5-lactamized sialyl acceptor is described. 1,5-Lactamization was experimentally proven to proceed only for alpha-sialoside, which was integrated into the synthetic cycle of oligosialic acid as a chemical sorting step to collect the desired alpha-sialoside and as a transformation step to produce a reactive sialyl acceptor for the next sialylation. Lactarnized oligosialyl acceptors served as favorable coupling partners for sialylation, providing high stereoselectivities and high yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.057