methyl (octyl 7-O-acetyl-5-amino-5-N,4-O-carbonyl-3,5-dideoxy-9-O-(methyl 7-O-acetyl-5-amino-5-N,4-O-carbonyl-3,5-dideoxy-9-O-(methyl 7,8-di-O-acetyl-5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-D-glycero-β-D-galacto-2-nonulopyranosylonate))-D-glycero-α-D-galacto-2-nonulopyranosylonate | 1093346-04-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (octyl 7-O-acetyl-5-amino-5-N,4-O-carbonyl-3,5-dideoxy-9-O-(methyl 7-O-acetyl-5-amino-5-N,4-O-carbonyl-3,5-dideoxy-9-O-(methyl 7,8-di-O-acetyl-5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-D-glycero-β-D-galacto-2-nonulopyranosylonate))-D-glycero-α-D-galacto-2-nonulopyranosylonate
• CAS: 1093346-04-3
• 化学式: C₅₆H₇₇N₃O₂₉
• 分子量: 1256.23
• InChiKey: CKTWSKRUVQFLIJ-DLFQVJFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.47
• 重原子数：
  88.0
• 可旋转键数：
  31.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  404.16
• 氢给体数：
  5.0
• 氢受体数：
  29.0

反应信息

• 作为产物：
  描述：

  methyl (octyl 7-O-acetyl-5-amino-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate 、 methyl (ethyl-O-acetyl-5-amino-5-N,4-O-carbonyl-3,5-dideoxy-9-O-(methyl 7,8-di-O-acetyl-5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 methyl (octyl 7-O-acetyl-5-amino-5-N,4-O-carbonyl-3,5-dideoxy-9-O-(methyl 7-O-acetyl-5-amino-5-N,4-O-carbonyl-3,5-dideoxy-9-O-(methyl 7,8-di-O-acetyl-5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-D-glycero-β-D-galacto-2-nonulopyranosylonate))-D-glycero-α-D-galacto-2-nonulopyranosylonate 、 methyl (octyl 7-O-acetyl-5-amino-5-N,4-O-carbonyl-3,5-dideoxy-9-O-(methyl 7-O-acetyl-5-amino-5-N,4-O-carbonyl-3,5-dideoxy-9-O-(methyl 7,8-di-O-acetyl-5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-D-glycero-α-D-galacto-2-nonulopyranosylonate))-D-glycero-α-D-galacto-2-nonulopyranosylonate
  参考文献：
  名称：

  通过一锅糖基化和聚合物辅助脱保护有效合成α（2,9）三唾液酸。

  摘要：

  通过一锅糖基化和聚合物辅助的脱保护作用，可以实现α（2,9）三唾液酸的有效合成。合成过程包括乙基硫代唾液酸与S-苯并恶唑基（S-Box）唾液酸供体的化学和区域选择性α-唾液酸化作用。使用预连接基经由碳链连接活化的酯和乙烯基醚能够实现聚合物辅助的对被保护的三唾液酸的脱保护。

  DOI：

  10.1021/ol802207e