Enantioselective synthesis of 6-amino-7-hydroxy-4, 5, 6,...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/06 (2006.01) A61K 31/55 (2006.01) A61P 43/00 (2006.01)

Patent

CA 2675651

This invention relates to a process for the hydrogenation of a ketooxime to selectively form an aminoalcohol stereoisomer, and, in particular, to a process for the hydrogenation of 4,5-dihydro-imidazo[4,5,l-jk][1]benzazepin-2,6,7[1H]-trione-6-oxime or a salt thereof to selectively form a stereoisomer of 6-amino-7-hydroxy-4, 5, 6, 7-tetrahydro-imidazo[4,5,1-jk][1]-benzazepin-2[1H]-one or a salt thereof. This invention also relates to the use of the 6-amino-7-hydroxy-4, 5, 6, 7-tetrahydro-imidazo[4,5,1-jk][1]-benzazepin- 2[1H]-one hydrogenation product or a salt thereof to selectively make a stereoisomer of zilpaterolor a salt thereof, as well as the use of such a zilpaterol stereoisomer or salt in methods of treatment and medicaments for animals.

Cette invention concerne un procédé pour l'hydrogénation d'une cétoxime pour former sélectivement un stéréoisomère d'aminoalcool et, en particulier, un procédé pour l'hydrogénation de la 4,5-dihydro-imidazo[4,5,1-jk][1]benzazépin-2,6,7[1H]-trione-6-oxime ou d'un sel de celle-ci pour former sélectivement un stéréoisomère de la 6-amino-7-hydroxy-4,5,6,7-tétrahydro-imidazo[4,5,1-jk][1]-benzazépin-2[1H]-one ou un sel de celle-ci. Cette invention concerne également l'utilisation du produit d'hydrogénation 6-amino-7-hydroxy-4,5,6,7-tétrahydro-imidazo[4,5,1-jk][1]-benzazépin-2[1H]-one ou d'un sel de celui-ci pour fabriquer sélectivement un stéréoisomère du zilpatérol ou un sel de celui-ci, ainsi que l'utilisation d'un tel stéréoisomère du zilpatérol ou sel dans des procédés de traitement et des médicaments destinés à des animaux.

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