p-methoxyphenyl (3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside | 1410786-14-9

• 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-acetyl-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: 1410786-14-9
• 化学式: C₃₅H₃₆N₆O₁₁
• 分子量: 716.704
• InChiKey: YRUHPAZKDZCUJC-HMTUHOPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  52.0
• 可旋转键数：
  10.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  206.89
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  p-methoxyphenyl (3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside 在 N-碘代丁二酰亚胺 、 perchloric acid adsorbed on silica gel 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.5h， 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
• 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 31.0h， 生成 p-methoxyphenyl (3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside 、 p-methoxyphenyl (3-O-acetyl-2-azido-4,6-O-benzylidene-2-deoxy-β-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