1,3-N,N'-bis-(6-deoxy-1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranos-6-yl)-5-methylbenzimidazol-2-one | 496770-96-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1,3-N,N'-bis-(6-deoxy-1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranos-6-yl)-5-methylbenzimidazol-2-one
• CAS: 496770-96-8
• 化学式: C₂₈H₄₀N₂O₁₁
• 分子量: 580.632
• InChiKey: DQBITDHFZWLAJZ-YRJWMJGDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.62
• 重原子数：
  41.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  141.23
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  1,3-N,N'-bis-(6-deoxy-1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranos-6-yl)-5-methylbenzimidazol-2-one 在 三氟乙酸 作用下， 反应 0.5h， 生成 1,3-N,N'-bis-(6-deoxy-3-O-methyl-α-D-glucopyranos-6-yl)-5-methylbenzimidazol-2-one 、 1,3-N,N'-bis-(6-deoxy-3-O-methyl-β-D-glucopyranos-6-yl)-5-methylbenzimidazol-2-one
  参考文献：
  名称：

  Towards the synthesis of new benzimidazolone derivatives with surfactant properties

  摘要：

  New water-soluble benzimidazolone derivatives were synthesized. In the first approach, di-N-glycosyl and mono-N-alkyl-N-glycosyl compounds were obtained by grafting C-6-activated glycosides onto benzimidazolone. In the second approach, benzimidazolone derivatives bearing a glucosyl unit were synthesized using an efficient glycosylation method. Every compound structure was confirmed by means of NMR spectroscopy and elemental analysis. The preliminary surfactant properties of some compounds were evaluated. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.11.028
• 作为产物：
  描述：

  5-甲基-1,3-二氢苯并咪唑-2-酮 、 5,6-anhydro-1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranose 在 potassium carbonate 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 2.0h， 以70%的产率得到1,3-N,N'-bis-(6-deoxy-1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranos-6-yl)-5-methylbenzimidazol-2-one
  参考文献：
  名称：

  Towards the synthesis of new benzimidazolone derivatives with surfactant properties

  摘要：

  New water-soluble benzimidazolone derivatives were synthesized. In the first approach, di-N-glycosyl and mono-N-alkyl-N-glycosyl compounds were obtained by grafting C-6-activated glycosides onto benzimidazolone. In the second approach, benzimidazolone derivatives bearing a glucosyl unit were synthesized using an efficient glycosylation method. Every compound structure was confirmed by means of NMR spectroscopy and elemental analysis. The preliminary surfactant properties of some compounds were evaluated. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.11.028