(Z)-3-Azido-4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluoro-dec-2-enoic acid methyl ester | 331262-55-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-3-Azido-4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluoro-dec-2-enoic acid methyl ester
• CAS: 331262-55-6
• 化学式: C₁₁H₄F₁₅N₃O₂
• 分子量: 495.148
• InChiKey: IBPDHHYCEFSGBB-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  (Z)-3-Azido-4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluoro-dec-2-enoic acid methyl ester 在 镍 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 80.0 ℃ 、8.0 MPa 条件下， 反应 30.0h， 以75%的产率得到3-Amino-4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluoro-decanoic acid methyl ester
  参考文献：
  名称：

  Amphiphilic analogues of peptidoamines with perfluorinated side chains

  摘要：

  A new synthetic pathway for preparing perfluorinated p-alanines is described. 2-Perfluoroalkyl-ethanols are oxidized, dehydro-fluorinated, substituted with an azide group and finally hydrogenated with excellent yields. The C-perfluoroalkylated beta -alanines obtained in this way are subsequently used as hydrophobic moieties for the synthesis of amphiphilic lipo-peptides and lipo-peptidoamines. The choice of the peptidoamine structure is justified by the anti-oxidative and complexing properties of natural analogues such as carcinine and cannosine. Measurements of the surface tension of aqueous solutions of the compounds synthesized reveal their surfactant properties. Potentiometric and spectroscopic investigations give evidence for their good ability to complex copper(II) ions in solution. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00381-x
• 作为产物：
  描述：

  (Z)-3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Hexadecafluoro-dec-2-enoic acid methyl ester 在 sodium azide 作用下， 以 formamide 为溶剂， 反应 16.0h， 以75%的产率得到(Z)-3-Azido-4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluoro-dec-2-enoic acid methyl ester
  参考文献：
  名称：

  Amphiphilic analogues of peptidoamines with perfluorinated side chains

  摘要：

  A new synthetic pathway for preparing perfluorinated p-alanines is described. 2-Perfluoroalkyl-ethanols are oxidized, dehydro-fluorinated, substituted with an azide group and finally hydrogenated with excellent yields. The C-perfluoroalkylated beta -alanines obtained in this way are subsequently used as hydrophobic moieties for the synthesis of amphiphilic lipo-peptides and lipo-peptidoamines. The choice of the peptidoamine structure is justified by the anti-oxidative and complexing properties of natural analogues such as carcinine and cannosine. Measurements of the surface tension of aqueous solutions of the compounds synthesized reveal their surfactant properties. Potentiometric and spectroscopic investigations give evidence for their good ability to complex copper(II) ions in solution. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00381-x