[(2R,3S,4S,5R,6S)-3,5-diacetyloxy-6-(3-azidopropoxy)-4-[(2S,3R,4R,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate | 1169765-86-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4S,5R,6S)-3,5-diacetyloxy-6-(3-azidopropoxy)-4-[(2S,3R,4R,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate
• CAS: 1169765-86-9
• 化学式: C₄₀H₄₄N₄O₁₈
• 分子量: 868.805
• InChiKey: ROAOGHFYEPDGTQ-UFLLPPLESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  62
• 可旋转键数：
  23
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  247
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6S)-3,5-diacetyloxy-6-(3-azidopropoxy)-4-[(2S,3R,4R,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate 在 乙二胺 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of prospective disaccharide ligands for Escherichia coli O157 verotoxin

  摘要：

  The synthesis of new potential ligands for Escherichia coli O157 verotoxin is reported, based on disaccharide fragments of the tetrasaccharide glycan portion of Gb(4) glycolipid. Intramolecular aglycone delivery was employed for the high-yielding and stereoselective production of the azidopropyl-tethered alpha-galactoside building block. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.131
• 作为产物：
  描述：

  (2S,3R,4S,5R,6R)-2-(3-azidopropoxy)-6-((benzoyloxy)methyl)-4-hydroxytetrahydro-2H-pyran-3,5-diyl diacetate 、 methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 作用下， 以89%的产率得到[(2R,3S,4S,5R,6S)-3,5-diacetyloxy-6-(3-azidopropoxy)-4-[(2S,3R,4R,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-(1,3-dioxoisoindol-2-yl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate
  参考文献：
  名称：

  Synthesis of prospective disaccharide ligands for Escherichia coli O157 verotoxin

  摘要：

  The synthesis of new potential ligands for Escherichia coli O157 verotoxin is reported, based on disaccharide fragments of the tetrasaccharide glycan portion of Gb(4) glycolipid. Intramolecular aglycone delivery was employed for the high-yielding and stereoselective production of the azidopropyl-tethered alpha-galactoside building block. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.131