5-chloro-1,3-N,N'-bis-(6-deoxy-3-O-octyl-α-D-glucopyranos-6-yl)benzimidazol-2-one | 869104-46-1

• 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: 5-chloro-1,3-N,N'-bis-(6-deoxy-3-O-octyl-α-D-glucopyranos-6-yl)benzimidazol-2-one
• 英文别名: 5-chloro-1,3-bis[[(2R,3R,4S,5R,6S)-3,5,6-trihydroxy-4-octoxyoxan-2-yl]methyl]benzimidazol-2-one
• CAS: 869104-46-1
• 化学式: C₃₅H₅₇ClN₂O₁₁
• 分子量: 717.297
• InChiKey: TYZGHBBHKNSRMX-XCLXHXRJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  49
• 可旋转键数：
  20
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  182
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  5-chloro-1,3-N,N'-bis-(6-deoxy-1,2-O-isopropylidene-3-O-octyl-α-D-glucofuranos-6-yl)benzimidazole-2-one 在 三氟乙酸 作用下， 反应 0.5h， 生成 5-chloro-1,3-N,N'-bis-(6-deoxy-3-O-octyl-α-D-glucopyranos-6-yl)benzimidazol-2-one 、 5-chloro-1,3-N,N'-bis-(6-deoxy-3-O-octyl-β-D-glucopyranos-6-yl)benzimidazol-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

文献信息

• Towards the synthesis of new benzimidazolone derivatives with surfactant properties
  作者：Brahim Lakhrissi、Abdelhafid Benksim、Mohamed Massoui、El Mokhtar Essassi、Vincent Lequart、Nicolas Joly、Daniel Beaupère、Anne Wadouachi、Patrick Martin

  DOI：10.1016/j.carres.2007.11.028

  日期：2008.2

  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.