(2R,3S,4R,6R)-3-((4-methoxybenzyl)oxy)-2-methyl-6-(((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)methoxy)tetrahydro-2H-pyran-4-ol | 1561048-84-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4R,6R)-3-((4-methoxybenzyl)oxy)-2-methyl-6-(((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)methoxy)tetrahydro-2H-pyran-4-ol
• CAS: 1561048-84-7
• 化学式: C₂₆H₃₈O₁₀
• 分子量: 510.582
• InChiKey: PBIDUGUDQGNAHI-GOHBYIIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  36.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  103.3
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  、 1,2:3,4-di-O-isopropylidene-6-O-trifluoromethanesulfonyl-α-D-galactopyranose 在 sodium hydride 、 15-冠醚-5 作用下， 以 1,4-二氧六环 、 mineral oil 为溶剂， 反应 24.17h， 以84.615%的产率得到
  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