methyl α-L-fucopyranosyl-(1->2)-α-D-galactopyranoside | 71731-89-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl α-L-fucopyranosyl-(1->2)-α-D-galactopyranoside
• 英文别名: methyl 2-O-(α-L-fucopyranosyl)-α-D-galactopyranoside；Methyl-2-O-α-L-fucopyranosyl-β-D-galaktosid；Fuc(a1-2)a-Gal1Me；(2S,3S,4R,5S,6S)-2-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• CAS: 71731-89-0
• 化学式: C₁₃H₂₄O₁₀
• 分子量: 340.328
• InChiKey: ZUPSABSQBFCIOU-YIISXRIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  158
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  methyl 3,4-O-isopropylidene-α-D-galactopyranoside 在 palladium on activated charcoal 咪唑 、 N-碘代丁二酰亚胺 、 molecular sieve 、 三氟甲磺酸 、 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 77.0h， 生成 methyl α-L-fucopyranosyl-(1->2)-α-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Disaccharides Related to the O-Specific Side Chains from E.coli O126 & O128 Lipopolysaccharides

  摘要：

  Starting from D-galactose and L-fucose, four disaccharides, namely methyl beta-L-fucopyranosyl-(1-->2)-alpha-D-galactopyranoside, methyl alpha-1-fucopyranosyl-(1-->2)-alpha-D-galactopyranoside, methyl alpha-L-fucopyranosyl-(1-->2)-beta-D-galactopyranoside and methyl beta-L-fucopyranosyl-(1-->2)-beta-D-galactopyranoside related to the repeating units of E.coli O126 and O128 have been synthesized using NIS and TfOH as promoter.

  DOI：

  10.1080/07328309908543981

文献信息

• Oligosaccharides related to xyloglucan: synthesis and X-ray crystal structure of methyl 2-O-(α-?-fucopyranosyl)-β-?-galactopyranoside
  作者：D Watt

  DOI：10.1016/0008-6215(96)00030-4

  日期：1996.5.14
• Synthesis of Disaccharides Related to the O-Specific Side Chains from <i>E.coli</i> O126 &amp; O128 Lipopolysaccharides
  作者：Prabal Sengupta、Sumita Sarbajna、Sumanta Basu

  DOI：10.1080/07328309908543981

  日期：1999.1.1

  Starting from D-galactose and L-fucose, four disaccharides, namely methyl beta-L-fucopyranosyl-(1-->2)-alpha-D-galactopyranoside, methyl alpha-1-fucopyranosyl-(1-->2)-alpha-D-galactopyranoside, methyl alpha-L-fucopyranosyl-(1-->2)-beta-D-galactopyranoside and methyl beta-L-fucopyranosyl-(1-->2)-beta-D-galactopyranoside related to the repeating units of E.coli O126 and O128 have been synthesized using NIS and TfOH as promoter.