2-(4-methoxyphenoxy)ethyl (β-D-glucopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->3)-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-(2-acetamido-2-deoxy-2-β-D-glucopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->2)-α-L-rhamnopyranoside | 1253268-10-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-methoxyphenoxy)ethyl (β-D-glucopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->3)-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-(2-acetamido-2-deoxy-2-β-D-glucopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->2)-α-L-rhamnopyranoside
• 英文别名: N-[(2S,3R,4R,5S,6R)-4-[(2R,3R,4R,5S,6R)-3-acetamido-4-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2S,3R,4R,5R,6S)-2-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-2-[2-(4-methoxyphenoxy)ethoxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• CAS: 1253268-10-8
• 化学式: C₄₉H₇₈N₂O₃₀
• 分子量: 1175.15
• InChiKey: WKFZHKCEDOZJLT-RRSMVGJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.9
• 重原子数：
  81
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  471
• 氢给体数：
  16
• 氢受体数：
  30

反应信息

• 作为产物：
  描述：

  在 甲醇 、 sodium methylate 作用下， 反应 5.0h， 以350 mg的产率得到2-(4-methoxyphenoxy)ethyl (β-D-glucopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->3)-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-(2-acetamido-2-deoxy-2-β-D-glucopyranosyl)-(1->2)-(α-L-rhamnopyranosyl)-(1->2)-α-L-rhamnopyranoside
  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