Process for the preparation of azacycloalkylalkanoyl...

C - Chemistry – Metallurgy – 07 – K

Patent

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C07K 5/02 (2006.01) C07C 227/18 (2006.01) C07C 231/00 (2006.01) C07C 231/02 (2006.01) C07C 231/08 (2006.01) C07C 231/12 (2006.01) C07D 211/34 (2006.01) C07K 1/02 (2006.01) C07K 1/06 (2006.01) C07K 1/13 (2006.01)

Patent

CA 2306823

This invention is directed to a process for preparing a pseudotetrapeptide of formula (I) or salt or prodrug thereof wherein (II) is optionally nitrogen protected azaheterocyclyl; (a) is a single or double bond; q is 1-5; B is alkyl, cycloalkyl, cycloalkylalkyl, alkylcycloalkyl, alkylcycloalkylalkyl, aryl, aralkyl, alkylaryl, or alkylaralkyl; Q2 is H or a carboxylic acid protecting group; J is -H, alkyl, cycloalkyl, cycloalkylalkyl, alkylcycloalkyl, alkylcycloalkylalkyl, aryl, substituted aryl, aralkyl, substituted aralkyl; L is OR1, or NR1R2, where R1 and R2 are independently -H, alkyl, cycloalkyl, cycloalkylalkyl, alkylcycloalkyl, alkylcycloalkylalkyl, aryl, aralkyl, alkylaryl or alkylaralkyl; and p is 1 or 2 which comprises the coupling of two dipeptides or pseudopeptides.

La présente invention concerne un procédé permettant de préparer, non seulement un pseudotétrapeptide représenté par la formule générale (I), mais aussi un sel ou un promédicament qui en sont issus. Dans cette formule, le cycle représenté par la formule spécifique (II) est azahétérocyclyle éventuellement protégé par l'azote. Le trait plein doublé d'un tireté (a) est une liaison simple ou double. "q" vaut 1 à 5. B est alkyle, cycloalkyle, alkylcycloalkyle, alkylcycloalkylalkyle, aryle, aralkyle, alkylalryle ou alkylaralkyle. Q¿2? est H ou groupe de protection acide carboxylique. J est -H, alkyle, cycloalkyle, cycloalkylalkyle, alkylcycloalkyle, alkylcycloalkylalkyle, aryle, aryle substitué, aralkyle, aralkyle substitué. L est OR?1¿, ou NR?1¿R?2¿, R?1¿ et R?2¿ étant indépendamment -H, alkyle, cycloalkyle, cycloalkylalkyle, alkylcycloalkyle, alkylcycloalkylalkyle, aryle, aralkyle, alkylaryle ou alkylaralkyle. "p" vaut 1 ou 2 emportant couplage de deux dipeptides ou pseudopeptides.

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