Process for preparing oligopeptide aldehydes

Details Process for preparing oligopeptide aldehydes Process for preparing oligopeptide aldehydes

C - Chemistry, Metallurgy

07

K

C07K 2/00 (2006.01) C07K 1/06 (2006.01) C07K 1/107 (2006.01) C07K 5/087 (2006.01)

Patent

CA 2197264

The invention relates to a process for preparing oligopeptide aldehydes, which comprises dissolving an oligopeptide alcohol, which is reversibly protected at the N-terminal end, in a buffered solvent mixture comprising a nonoxidizable, polar, water-immiscible solvent and a little water, adding a stoichiometric quantity of sodium bromide, oxidizing the alcohol, while cooling, with a catalytic quantity of 2,2,6,6-tetramethylpiperidin-N-oxyl (TEMPO), or a derivative thereof, treating the reaction suspension with an aqueous solution of sodium hypochlorite, and finally terminating the reaction by adding a reducing agent. The oligopeptide aldehydes which have been prepared in this way are to be used in detergents.

Méthode pour préparer des aldéhydes d'oligopeptides, consistant à dissoudre un alcool d'oligopeptide, protégé de façon réversible à l'extrémité N-terminale, dans un mélange tampon renfermant un solvant polaire, non oxydable et non miscible avec l'eau, à ajouter une quantité stoechiométrique de bromure de sodium, à oxyder l'alcool, tout en refroidissant, avec une quantité catalytique de 2,2,6,6-tétraméthylpipéridine-N-oxyde (TEMPO), ou un dérivé de celui-ci, à traiter la suspension de la réaction avec une solution aqueuse d'hypochlorite de sodium, et enfin à terminer la réaction en ajoutant un agent réducteur. On prévoit utiliser dans des détergents les aldéhydes d'oligopeptides ainsi préparés.

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