p-methoxyphenyl (3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1→3)-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside | 1410786-17-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-methoxyphenyl (3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1→3)-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
• CAS: 1410786-17-2
• 化学式: C₅₃H₅₄N₆O₁₅
• 分子量: 1015.04
• InChiKey: IPBSXTCPYGXEEQ-GAWMQWLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.67
• 重原子数：
  74.0
• 可旋转键数：
  15.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  246.97
• 氢给体数：
  1.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  p-methoxyphenyl (3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1→3)-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside 、 1-硫-乙基-2,3,4-三-氧-苄基-b-L-硫代呋喃岩藻糖苷 在 N-碘代丁二酰亚胺 、 perchloric acid adsorbed on silica gel 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.0h， 以71%的产率得到p-methoxyphenyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1→2)-(3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1→3)-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
  参考文献：
  名称：

  Expedient synthesis of two structurally close tetrasaccharides corresponding to the O-antigens of Escherichia coli O127 and Salmonella enterica O13

  摘要：

  Two structurally close tetrasaccharides corresponding to the O-antigens of Escherichia coli O127 and Salmonella enterica O13 have been synthesized using a 'unichemo' approach and minimum number of reaction steps. The yields of all glycosylation steps were excellent with a high stereochemical outcome. A common synthetic strategy has been adopted for the simultaneous synthesis of two tetrasaccharides. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.08.006
• 作为产物：
  描述：

  p-methylphenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside 在 吡啶 、 N-碘代丁二酰亚胺 、 perchloric acid adsorbed on silica gel 、 sodium methylate 、 对甲苯磺酸 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 36.5h， 生成 p-methoxyphenyl (3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1→3)-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
  参考文献：
  名称：

  Expedient synthesis of two structurally close tetrasaccharides corresponding to the O-antigens of Escherichia coli O127 and Salmonella enterica O13

  摘要：

  Two structurally close tetrasaccharides corresponding to the O-antigens of Escherichia coli O127 and Salmonella enterica O13 have been synthesized using a 'unichemo' approach and minimum number of reaction steps. The yields of all glycosylation steps were excellent with a high stereochemical outcome. A common synthetic strategy has been adopted for the simultaneous synthesis of two tetrasaccharides. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.08.006