((3aR,3a'R,4S,4'S,6R,6'R,7R,7aR,7'R,7a'R)-octane-1,8-diylbis(7-((tert-butyldimethylsilyl)oxy)-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine-4,6-diyl))dimethanol | 203449-64-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((3aR,3a'R,4S,4'S,6R,6'R,7R,7aR,7'R,7a'R)-octane-1,8-diylbis(7-((tert-butyldimethylsilyl)oxy)-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine-4,6-diyl))dimethanol
• CAS: 203449-64-3
• 化学式: C₃₈H₇₆N₂O₈Si₂
• 分子量: 745.201
• InChiKey: VBVYWXYHLPXKNW-SLQNHJCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.59
• 重原子数：
  50.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  119.9
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  ((3aR,3a'R,4S,4'S,6R,6'R,7R,7aR,7'R,7a'R)-octane-1,8-diylbis(7-((tert-butyldimethylsilyl)oxy)-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine-4,6-diyl))dimethanol 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 以82%的产率得到
  参考文献：
  名称：

  Scaffolded bis-azasugars: A dual warhead approach to glycosidase inhibition

  摘要：

  Double Suzuki coupling was achieved with vinyl bromide 7, synthesized from the bromobenzene microbial oxidation metabolite bromocyclohexadienediol 6 and alpha,omega-diborane coupling partners derived from the hydroboration of the corresponding diene. Ozonolysis and selective reduction protocols served to provide selectively the aia or pip tethered polyhydroxylated piperidine ring systems (bis-azabugars). The C-8 linked DMJ analogue 1 showed inhibitory activity against glycosidase enzymes. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10616-5
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 ((3aR,3a'R,4S,4'S,6R,6'R,7R,7aR,7'R,7a'R)-octane-1,8-diylbis(7-((tert-butyldimethylsilyl)oxy)-2,2-dimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine-4,6-diyl))dimethanol
  参考文献：
  名称：

  Scaffolded bis-azasugars: A dual warhead approach to glycosidase inhibition

  摘要：

  Double Suzuki coupling was achieved with vinyl bromide 7, synthesized from the bromobenzene microbial oxidation metabolite bromocyclohexadienediol 6 and alpha,omega-diborane coupling partners derived from the hydroboration of the corresponding diene. Ozonolysis and selective reduction protocols served to provide selectively the aia or pip tethered polyhydroxylated piperidine ring systems (bis-azabugars). The C-8 linked DMJ analogue 1 showed inhibitory activity against glycosidase enzymes. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10616-5