Synthesis of perfluoroalkylated beta-alanine and some peptide derivatives: an access to original surfactants.
The reaction of amines of sodium azide with 3-perfluoroalkyl-3-fluoroprop-2-enoate, followed by hydrogenation, affords perfluoroalkylated beta-alanine analogues in very good yields. These compounds can be linked via an amide bond to produce peptide analogues such as carnosine or carcinine derivatives, which could have surfactive and complexing properties.
Laboratoire de Chimie Physique Organique et Colloïdale, Université Henri Poincaré, Faculté des Sciences, Nancy-Vandoeuvre, France.
M S
MS
Ozer
C
C
Gérardin-Charbonnier
S
S
Thiébaut
L
L
Rodehüser
C
C
Selve
D000179:Acrylates / Q000737:chemistry; D001802:Blood Substitutes; D002336:Carnosine / Q000031:analogs & derivatives / Q000737:chemistry; D005466:Fluorocarbons / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D019810:Sodium Azide / Q000737:chemistry; D013501:Surface-Active Agents / Q000737:chemistry*
D000179:Acrylates; D001802:Blood Substitutes; D005466:Fluorocarbons; D010455:Peptides; D013501:Surface-Active Agents; D002336:Carnosine; D019810:Sodium Azide; C015055:carcinine