Benzyloxycarbonyl-bis-ω-amino-undecansaeure | 122446-69-9

• 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: Benzyloxycarbonyl-bis-ω-amino-undecansaeure
• 英文别名: 11-((11-Carbobenzoxyamino-undecanoyl)-amino)-undecansaeure；11-[11-(Phenylmethoxycarbonylamino)undecanoylamino]undecanoic acid；11-[11-(phenylmethoxycarbonylamino)undecanoylamino]undecanoic acid
• CAS: 122446-69-9
• 化学式: C₃₀H₅₀N₂O₅
• 分子量: 518.737
• InChiKey: CPLNMIUUOQIJHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  37
• 可旋转键数：
  25
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Benzyloxycarbonyl-bis-ω-amino-undecansaeure 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 生成 Tris-ω-amino-undecansaeure-thiophenylester
  参考文献：
  名称：

  Zahn,H.; Kunde,J., Chemische Berichte, 1961, vol. 94, p. 2470 - 2477

  摘要：

  DOI：
• 作为产物：
  描述：

  11-氨基十一酸 在 sodium hydroxide 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 Benzyloxycarbonyl-bis-ω-amino-undecansaeure
  参考文献：
  名称：

  Benzyl and tert-butyl carbamate derivatives of 1,ω-amino acids as simple yet efficient gelators

  摘要：

  We report the synthesis and a study of the gelation properties of a series of N-protected long-chain amino acids. Especially, benzyl and tert-butyl carbamate derivatives of 11-aminoundecanoic acid in their deprotonated form can gelate polar organic solvents and water at very low concentration (less than 5 mM). This is explained by the contribution of multiple forces-H-bond, van der Waals and ionic interactions-in the gel aggregate formation and stabilization, which is confirmed by the experimental data. Among the series of compounds investigated, only a dimer of 11-aminoundecanoic acid is capable of gelating toluene, which stems from the increased number of hydrogen bonding sites in the main aliphatic chain. (c) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2007.03.126

文献信息

• Zahn,H.; Kunde,J., Chemische Berichte, 1961, vol. 94, p. 2470 - 2477
  作者：Zahn,H.、Kunde,J.

  DOI：——

  日期：——
• Benzyl and tert-butyl carbamate derivatives of 1,ω-amino acids as simple yet efficient gelators
  作者：Anthony D'Aléo、Jean-Luc Pozzo、Karine Heuzé、Fritz Vögtle、Frédéric Fages

  DOI：10.1016/j.tet.2007.03.126

  日期：2007.7

  We report the synthesis and a study of the gelation properties of a series of N-protected long-chain amino acids. Especially, benzyl and tert-butyl carbamate derivatives of 11-aminoundecanoic acid in their deprotonated form can gelate polar organic solvents and water at very low concentration (less than 5 mM). This is explained by the contribution of multiple forces-H-bond, van der Waals and ionic interactions-in the gel aggregate formation and stabilization, which is confirmed by the experimental data. Among the series of compounds investigated, only a dimer of 11-aminoundecanoic acid is capable of gelating toluene, which stems from the increased number of hydrogen bonding sites in the main aliphatic chain. (c) 2007 Published by Elsevier Ltd.