methyl (2S,3S,4S,5R,6R)-6-[4-[[(2R,3R,4R,5R,6R)-5-acetamido-3-acetyloxy-2-(acetyloxymethyl)-6-phenylmethoxyoxan-4-yl]oxymethyl]triazol-1-yl]-4,5-dibenzoyloxy-3-(methoxymethoxy)oxane-2-carboxylate | 1287768-47-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (2S,3S,4S,5R,6R)-6-[4-[[(2R,3R,4R,5R,6R)-5-acetamido-3-acetyloxy-2-(acetyloxymethyl)-6-phenylmethoxyoxan-4-yl]oxymethyl]triazol-1-yl]-4,5-dibenzoyloxy-3-(methoxymethoxy)oxane-2-carboxylate
• CAS: 1287768-47-1
• 化学式: C₄₅H₅₀N₄O₁₇
• 分子量: 918.909
• InChiKey: ZHAPNOKQEUPDCA-WWCVXJCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  66
• 可旋转键数：
  24
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  247
• 氢给体数：
  1
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  methyl (2S,3S,4S,5R,6R)-6-[4-[[(2R,3R,4R,5R,6R)-5-acetamido-3-acetyloxy-2-(acetyloxymethyl)-6-phenylmethoxyoxan-4-yl]oxymethyl]triazol-1-yl]-4,5-dibenzoyloxy-3-(methoxymethoxy)oxane-2-carboxylate 在 吡啶 、 盐酸 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Design and Synthesis of Unnatural Heparosan and Chondroitin Building Blocks

  摘要：

  Triazole linked heparosan and chondroitin disaccharide and tetrasaccharide building blocks were synthesized in a stereoselective manner by applying a very efficient copper catalyzed azide-alkyne cycloaddition (CuAAC) reaction of appropriately substituted azido-glucuronic acid and propargyluted N-acetyl glucosamine and N-acetyl galactosamine derivative, respectively. The resulting suitably substituted tetrasaccharide analogues can be easily converted into azide and alkyne unit for further synthesis of higher oligosaccharide analogues.

  DOI：

  10.1021/jo200076z
• 作为产物：
  描述：

  benzyl-2-acetamido-3-O-propargyl-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside 在 吡啶 、 4-二甲氨基吡啶 、 copper(l) iodide 、 对甲苯磺酸 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 11.0h， 生成 methyl (2S,3S,4S,5R,6R)-6-[4-[[(2R,3R,4R,5R,6R)-5-acetamido-3-acetyloxy-2-(acetyloxymethyl)-6-phenylmethoxyoxan-4-yl]oxymethyl]triazol-1-yl]-4,5-dibenzoyloxy-3-(methoxymethoxy)oxane-2-carboxylate
  参考文献：
  名称：

  Design and Synthesis of Unnatural Heparosan and Chondroitin Building Blocks

  摘要：

  Triazole linked heparosan and chondroitin disaccharide and tetrasaccharide building blocks were synthesized in a stereoselective manner by applying a very efficient copper catalyzed azide-alkyne cycloaddition (CuAAC) reaction of appropriately substituted azido-glucuronic acid and propargyluted N-acetyl glucosamine and N-acetyl galactosamine derivative, respectively. The resulting suitably substituted tetrasaccharide analogues can be easily converted into azide and alkyne unit for further synthesis of higher oligosaccharide analogues.

  DOI：

  10.1021/jo200076z