4-methoxyphenyl 2-azido-3,4-di-O-acetyl-2-deoxy-α-L-fucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside | 583041-06-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxyphenyl 2-azido-3,4-di-O-acetyl-2-deoxy-α-L-fucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside
• CAS: 583041-06-9
• 化学式: C₅₈H₅₆N₄O₁₉
• 分子量: 1113.1
• InChiKey: LSJPZACDIYJORW-QZOXCHQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.83
• 重原子数：
  81.0
• 可旋转键数：
  16.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  274.41
• 氢给体数：
  0.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  4-methoxyphenyl 2-azido-3,4-di-O-acetyl-2-deoxy-α-L-fucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside 在 palladium on activated charcoal 氢气 、 sodium methylate 、 乙二胺 作用下， 以 甲醇 、 乙醇 、 正丁醇 为溶剂， 反应 95.0h， 生成 4-methoxyphenyl 2-acetamido-2-deoxy-α-L-fucopyranosyl-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->3)-α-L-rhamnopyranoside
  参考文献：
  名称：

  Synthesis of the Trisaccharide Repeating Unit of the O‐Antigen Related to the EnterohemorrhagicEscherichia coliType O26:H

  摘要：

  L-Fucose was converted to the 2-azido-2-deoxy-L-fucose derivative, which together with the monosaccharide synthons prepared from L-rhamnose and D-glucosamine hydrochloride were utilized for the synthesis of the p-ethoxyphenyl glycoside of the trisaccharide repeating unit of the antigen from enterohemorrhagic Escherichia coli type O26:H.

  DOI：

  10.1081/car-120020480
• 作为产物：
  描述：

  4-methoxyphenyl 4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside 在 4 A molecular sieve 、 三乙基硅基三氟甲磺酸酯 、 碳酸氢钠 、 硫脲 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 4-methoxyphenyl 2-azido-3,4-di-O-acetyl-2-deoxy-α-L-fucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside
  参考文献：
  名称：

  Synthesis of the Trisaccharide Repeating Unit of the O‐Antigen Related to the EnterohemorrhagicEscherichia coliType O26:H

  摘要：

  L-Fucose was converted to the 2-azido-2-deoxy-L-fucose derivative, which together with the monosaccharide synthons prepared from L-rhamnose and D-glucosamine hydrochloride were utilized for the synthesis of the p-ethoxyphenyl glycoside of the trisaccharide repeating unit of the antigen from enterohemorrhagic Escherichia coli type O26:H.

  DOI：

  10.1081/car-120020480