4-methoxyphenyl (2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->3)-(α-L-rhamnopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside | 1253268-08-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxyphenyl (2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->3)-(α-L-rhamnopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside
• 英文别名: GlcNAc(b1-2)Rha(a1-2)Rha(a1-3)Rha(a1-3)GlcNAc(b)-O-Ph(4-OMe)；N-[(2S,3R,4R,5S,6R)-2-[(2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5R,6S)-2-[(2S,3R,4R,5S,6S)-2-[(2R,3S,4R,5R,6S)-5-acetamido-3-hydroxy-2-(hydroxymethyl)-6-(4-methoxyphenoxy)oxan-4-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CAS: 1253268-08-4
• 化学式: C₄₁H₆₄N₂O₂₄
• 分子量: 968.958
• InChiKey: JERHIXMOIZDHJL-DZKDISJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.1
• 重原子数：
  67
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  382
• 氢给体数：
  13
• 氢受体数：
  24

反应信息

• 作为产物：
  描述：

  在 甲醇 、 sodium methylate 作用下， 反应 5.0h， 以130 mg的产率得到4-methoxyphenyl (2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->3)-(α-L-rhamnopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of penta- and hexasaccharide fragments corresponding to the O-antigen of Escherichia coli O150

  摘要：

  The chemical synthesis of a pentasaccharide and a hexasaccharide corresponding to the O-antigen of Escherichia coli O150 has been achieved using sequential glycosylation and [3+3] block glycosylation strategies. Suitably protected monosaccharide synthons have been prepared from the commercially available reducing sugars and then stereoselectively coupled to give the pentasaccharide and a hexasaccharide in excellent yields. 4-Methoxyphenyl and 2-(4-methoxyphenoxy) ethyl groups have been used as the anomeric-protecting groups in the target pentasaccharide and a hexasaccharide. respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.06.022