methyl (3,4-di-O-benzoyl-α-D-arabino-hexos-2-ulopyranosyl)uronate bromide | 951168-38-0

• 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: methyl (3,4-di-O-benzoyl-α-D-arabino-hexos-2-ulopyranosyl)uronate bromide
• CAS: 951168-38-0
• 化学式: C₂₁H₁₇BrO₈
• 分子量: 477.265
• InChiKey: MBROMLAXLUCWLY-OWSLCNJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  105.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  methyl (3,4-di-O-benzoyl-α-D-arabino-hexos-2-ulopyranosyl)uronate bromide 在 盐酸羟胺 、 silver trifluoromethanesulfonate 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 methyl (cyclohexyl 3,4-di-O-benzoyl-α-D-arabino-hexos-2-ulopyranosid)uronate Z-oxime
  参考文献：
  名称：

  Glucuronic acid-based ulosyl donors for introducing α-d-GlcA and β-d-ManA units

  摘要：

  Practical protocols are described for a five-step conversion Of D-glucuronolactone into Ot-D-arabino-2-ketoglueuronyl bromides, which due to their alpha-selective or beta-specific glycosidation, and gluco- or manno-specific carbonyl reductions of the glucurono2-ulosides formed, are expedient indirect donor substrates for the efficient introduction Of alpha-D-GIcA or beta-D-ManA residues. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.05.008
• 作为产物：
  描述：

  D-GLUCURONIDEMETHYLESTERD-葡糖苷酸甲酯 在 四丁基溴化铵 、 氢溴酸 、 溶剂黄146 、 二甲胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 methyl (3,4-di-O-benzoyl-α-D-arabino-hexos-2-ulopyranosyl)uronate bromide
  参考文献：
  名称：

  Glucuronic acid-based ulosyl donors for introducing α-d-GlcA and β-d-ManA units

  摘要：

  Practical protocols are described for a five-step conversion Of D-glucuronolactone into Ot-D-arabino-2-ketoglueuronyl bromides, which due to their alpha-selective or beta-specific glycosidation, and gluco- or manno-specific carbonyl reductions of the glucurono2-ulosides formed, are expedient indirect donor substrates for the efficient introduction Of alpha-D-GIcA or beta-D-ManA residues. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.05.008