8-azidooctyl 5-O-[3,4,6-tri-O-benzyl-2-O-[3,4,6-tri-O-benzyl-2-O-(α-D-mannopyranosyl)-α-D-mannopyranosyl]-α-D-mannopyranosyl]-2,3-di-O-benzyl-β-D-arabinofuranoside | 638188-78-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-azidooctyl 5-O-[3,4,6-tri-O-benzyl-2-O-[3,4,6-tri-O-benzyl-2-O-(α-D-mannopyranosyl)-α-D-mannopyranosyl]-α-D-mannopyranosyl]-2,3-di-O-benzyl-β-D-arabinofuranoside
• CAS: 638188-78-0
• 化学式: C₈₇H₁₀₃N₃O₂₀
• 分子量: 1510.78
• InChiKey: UJPLHBWHPNSWOZ-LAVWGDJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.36
• 重原子数：
  110.0
• 可旋转键数：
  44.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  277.36
• 氢给体数：
  4.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  8-azidooctyl 5-O-[3,4,6-tri-O-benzyl-2-O-[3,4,6-tri-O-benzyl-2-O-(α-D-mannopyranosyl)-α-D-mannopyranosyl]-α-D-mannopyranosyl]-2,3-di-O-benzyl-β-D-arabinofuranoside 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以66%的产率得到8-aminooctyl 5-O-{2-O-[2-O-(α-D-mannopyranosyl)-α-D-mannopyranosyl]-α-D-mannopyranosyl}-β-D-arabinofuranoside
  参考文献：
  名称：

  Synthesis of Oligosaccharide Fragments of Mannosylated Lipoarabinomannan Appropriately Functionalized for Neoglycoconjugate Preparation

  摘要：

  The synthesis of a panel of oligosaccharides that are fragments of mannosylated lipoarabinomannan from Mycobacterium tuberculosis is reported. The compounds were prepared as their 8-aminooctyl glycosides to enable their easy incorporation into neoglycoconjugates.

  DOI：

  10.1081/car-120021696
• 作为产物：
  描述：

  在 甲醇 、 sodium methylate 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以180 mg的产率得到8-azidooctyl 5-O-[3,4,6-tri-O-benzyl-2-O-[3,4,6-tri-O-benzyl-2-O-(α-D-mannopyranosyl)-α-D-mannopyranosyl]-α-D-mannopyranosyl]-2,3-di-O-benzyl-β-D-arabinofuranoside
  参考文献：
  名称：

  Synthesis of Oligosaccharide Fragments of Mannosylated Lipoarabinomannan Appropriately Functionalized for Neoglycoconjugate Preparation

  摘要：

  The synthesis of a panel of oligosaccharides that are fragments of mannosylated lipoarabinomannan from Mycobacterium tuberculosis is reported. The compounds were prepared as their 8-aminooctyl glycosides to enable their easy incorporation into neoglycoconjugates.

  DOI：

  10.1081/car-120021696