4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1-4)-2,3,6-tri-O-benzyl-α-D-galactopyranosyl-(1-3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1-6)-[2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1-2)]-3,4-O-isopropylidene-β-D-galactopyranoside | 1256157-20-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1-4)-2,3,6-tri-O-benzyl-α-D-galactopyranosyl-(1-3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1-6)-[2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1-2)]-3,4-O-isopropylidene-β-D-galactopyranoside
• 英文别名: 4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1->6)-[2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1->2)]-3,4-O-isopropylidene-β-D-galactopyranoside
• CAS: 1256157-20-6
• 化学式: C₉₀H₁₀₄Cl₆N₂O₃₁
• 分子量: 1922.53
• InChiKey: PLBNFALMVMFXTN-MBNSGFSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.37
• 重原子数：
  129.0
• 可旋转键数：
  34.0
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  349.39
• 氢给体数：
  2.0
• 氢受体数：
  31.0

反应信息

• 作为反应物：
  描述：

  4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1-4)-2,3,6-tri-O-benzyl-α-D-galactopyranosyl-(1-3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1-6)-[2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1-2)]-3,4-O-isopropylidene-β-D-galactopyranoside 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 0.58h， 生成
  参考文献：
  名称：

  Synthesis of the pentasaccharide repeating unit of Escherichia coli O128 antigen

  摘要：

  A pentasaccharide, 4-methoxyphenyl 2-acetamido-2-deoxy-beta-D-galactoPyranosyl-(1 -> 4)-alpha-D-galactopyranosyl-(1 -> 3)-2-acetamido-2-deoxy-beta-D-galactoPyranosyl-(1 -> 6)-[alpha-L-fucopyranosyl-(1 -> 2)]-beta-D-galactopyranoside (1), representing the repeating unit of Escherichia coli O128 antigen, was successfully prepared in 23% overall yield via a convergent '2+3' glycosylation strategy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.07.025
• 作为产物：
  描述：

  isopropyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1-4)-2,3,6-tri-O-benzyl-1-thio-β-D-galactopyranoside 、 4-methoxyphenyl 2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1-2)-[4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1-6)]-3,4-O-isopropylidene-β-D-galactopyranoside 在 N-碘代丁二酰亚胺 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以84%的产率得到4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1-4)-2,3,6-tri-O-benzyl-α-D-galactopyranosyl-(1-3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranosyl-(1-6)-[2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1-2)]-3,4-O-isopropylidene-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of the pentasaccharide repeating unit of Escherichia coli O128 antigen

  摘要：

  A pentasaccharide, 4-methoxyphenyl 2-acetamido-2-deoxy-beta-D-galactoPyranosyl-(1 -> 4)-alpha-D-galactopyranosyl-(1 -> 3)-2-acetamido-2-deoxy-beta-D-galactoPyranosyl-(1 -> 6)-[alpha-L-fucopyranosyl-(1 -> 2)]-beta-D-galactopyranoside (1), representing the repeating unit of Escherichia coli O128 antigen, was successfully prepared in 23% overall yield via a convergent '2+3' glycosylation strategy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2010.07.025