dibenzyl ((5R,5'R,6R,6'R)-((4R,4'R,5R,5'R)-((1S,10S)-1,10-dihydroxydecane-1,10-diyl)bis(2,2-dimethyl-1,3-dioxolane-5,4-diyl))bis(2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane-5,6-diyl))dicarbamate | 203449-72-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dibenzyl ((5R,5'R,6R,6'R)-((4R,4'R,5R,5'R)-((1S,10S)-1,10-dihydroxydecane-1,10-diyl)bis(2,2-dimethyl-1,3-dioxolane-5,4-diyl))bis(2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane-5,6-diyl))dicarbamate
• CAS: 203449-72-3
• 化学式: C₆₆H₁₂₀N₂O₁₄Si₄
• 分子量: 1278.03
• InChiKey: TZFXUXCFJDTLLB-YAXSIREESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.28
• 重原子数：
  86.0
• 可旋转键数：
  31.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  190.96
• 氢给体数：
  4.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  dibenzyl ((5R,5'R,6R,6'R)-((4R,4'R,5R,5'R)-((1S,10S)-1,10-dihydroxydecane-1,10-diyl)bis(2,2-dimethyl-1,3-dioxolane-5,4-diyl))bis(2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane-5,6-diyl))dicarbamate 在 palladium on activated charcoal 吡啶 、 potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成
  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 咪唑 、 sodium tetrahydroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 dibenzyl ((5R,5'R,6R,6'R)-((4R,4'R,5R,5'R)-((1S,10S)-1,10-dihydroxydecane-1,10-diyl)bis(2,2-dimethyl-1,3-dioxolane-5,4-diyl))bis(2,2,3,3,9,9,10,10-octamethyl-4,8-dioxa-3,9-disilaundecane-5,6-diyl))dicarbamate
  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