(2R,3S,4R,6S)-6-(((2R,3R,4R,6S)-6-(((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-7-yl)oxy)-3-((4-methoxybenzyl)oxy)-2-methyltetrahydro-2H-pyran-4-yl)oxy)-3-((4-methoxybenzyl)oxy)-2-methyltetrahydro-2H-pyran-4-ol | 1561048-83-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4R,6S)-6-(((2R,3R,4R,6S)-6-(((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-7-yl)oxy)-3-((4-methoxybenzyl)oxy)-2-methyltetrahydro-2H-pyran-4-yl)oxy)-3-((4-methoxybenzyl)oxy)-2-methyltetrahydro-2H-pyran-4-ol
• CAS: 1561048-83-6
• 化学式: C₃₈H₅₄O₁₃
• 分子量: 718.839
• InChiKey: YZQPQSDVJBYUGP-WGJANMEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  51.0
• 可旋转键数：
  13.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  130.99
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为产物：
  描述：

  在 吡啶 、 sodium hydride 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 mineral oil 为溶剂， 反应 24.67h， 生成 (2R,3S,4R,6S)-6-(((2R,3R,4R,6S)-6-(((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6-trimethyltetrahydro-4H-[1,3]dioxolo[4,5-c]pyran-7-yl)oxy)-3-((4-methoxybenzyl)oxy)-2-methyltetrahydro-2H-pyran-4-yl)oxy)-3-((4-methoxybenzyl)oxy)-2-methyltetrahydro-2H-pyran-4-ol
  参考文献：
  名称：

  Direct Synthesis of 2-Deoxy-β-Glycosides via Anomeric O-Alkylation with Secondary Electrophiles

  摘要：

  An approach for direct synthesis of biologically significant 2-deoxy-beta-glycosides has been developed via O-alkylation of a variety of 2-deoxy-sugar-derived anomeric alkoxides using challenging secondary triflates as electrophiles. It was found a free hydroxyl group at C3 of the 2-deoxy-sugar-derived lactols is required in order to achieve synthetically efficient yields. This method has also been applied to the convergent synthesis of a 2-deoxy-beta-tetrasaccharide.

  DOI：

  10.1021/ja4116956