methyl (2S,4S,5R,6R)-6-[(1S,2R)-2-(2-chloroacetyl)oxy-1,3-bis(phenylmethoxy)propyl]-4-phenylmethoxy-2-[N-phenyl-C-(trifluoromethyl)carbonimidoyl]oxy-5-[(2,2,2-trifluoroacetyl)amino]oxane-2-carboxylate | 1178528-82-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (2S,4S,5R,6R)-6-[(1S,2R)-2-(2-chloroacetyl)oxy-1,3-bis(phenylmethoxy)propyl]-4-phenylmethoxy-2-[N-phenyl-C-(trifluoromethyl)carbonimidoyl]oxy-5-[(2,2,2-trifluoroacetyl)amino]oxane-2-carboxylate
• CAS: 1178528-82-9
• 化学式: C₄₃H₄₁ClF₆N₂O₁₀
• 分子量: 895.249
• InChiKey: CCLLKUCMXDFPHH-VILSYCKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  62
• 可旋转键数：
  21
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  140
• 氢给体数：
  1
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  2,2,2-三氟-N-苯基亚氨代乙酰氯 、 C₃₅H₃₇ClF₃NO₁₀ 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 methyl (2S,4S,5R,6R)-6-[(1S,2R)-2-(2-chloroacetyl)oxy-1,3-bis(phenylmethoxy)propyl]-4-phenylmethoxy-2-[N-phenyl-C-(trifluoromethyl)carbonimidoyl]oxy-5-[(2,2,2-trifluoroacetyl)amino]oxane-2-carboxylate 、 methyl (2R,4S,5R,6R)-6-[(1S,2R)-2-(2-chloroacetyl)oxy-1,3-bis(phenylmethoxy)propyl]-4-phenylmethoxy-2-[N-phenyl-C-(trifluoromethyl)carbonimidoyl]oxy-5-[(2,2,2-trifluoroacetyl)amino]oxane-2-carboxylate
  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