4-methoxyphenyl 2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1->2)-6-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-β-D-galactopyranoside | 1256157-17-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxyphenyl 2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1->2)-6-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-β-D-galactopyranoside
• 英文别名: 4-methoxyphenyl 2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1-2)-6-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-β-D-galactopyranoside
• CAS: 1256157-17-1
• 化学式: C₃₈H₅₆O₁₁Si
• 分子量: 716.942
• InChiKey: IFNXGFSAUUBGMC-NCQUOBKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.58
• 重原子数：
  50.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  101.53
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  4-methoxyphenyl 2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1->2)-6-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-β-D-galactopyranoside 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以95%的产率得到4-methoxyphenyl 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
• 作为产物：
  描述：

  4-methoxyphenyl 6-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-β-D-galactopyranoside 、 ethyl 2-O-benzyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside 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 0.5h， 以81%的产率得到4-methoxyphenyl 2-O-benzyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1->2)-6-O-tert-butyldimethylsilyl-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