4-methoxyphenyl (sodium 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-(β-D-galactopyranosyl)-(1->6)-(β-D-glucopyranosyl)-(1->3)-(β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-galactopyranoside | 1221254-70-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxyphenyl (sodium 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-(β-D-galactopyranosyl)-(1->6)-(β-D-glucopyranosyl)-(1->3)-(β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-galactopyranoside
• CAS: 1221254-70-1
• 化学式: C₄₄H₆₇N₂O₃₀*Na
• 分子量: 1127.0
• InChiKey: FFYCUBGRNHWGFV-WEORWYPUSA-M

反应信息

• 作为产物：
  描述：

  4-methoxyphenyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-(2,3,4-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-glucopyranosyl)-(1->3)-(2-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside 在 Pearlman's catalist 、 氢气 、 甲醇 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 36.0h， 以73%的产率得到4-methoxyphenyl (sodium 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-(β-D-galactopyranosyl)-(1->6)-(β-D-glucopyranosyl)-(1->3)-(β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-galactopyranoside
  参考文献：
  名称：

  Concise synthesis of the pentasaccharide O-antigen corresponding to the Shiga toxin producing Escherichia coli O171

  摘要：

  An expedient total synthesis of a pentasaccharide as its 4-methoxyphenyl glycoside corresponding to the Shiga toxin producing Escherichia coli O171 has been achieved for the first time in excellent yield. Most of the glycosylation steps are highly stereoselective. Stereoselective glycosylation of sialic acid derivative was obtained exploiting the nitrile effect of the solvent used. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2010.01.001