C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 217/20 (2006.01)
Patent
CA 2478275
The asymmetrical hydrogenation of 1-(4-methoxybenzyl)-3,4,5,6,7,8- hexahydroisoquinolinium salts to yield (S) or (R)-1-(4-methoxybenzyl)- 1,2,3,4,5,6,7,8-hexahydroisoquinolinium salts can be effected with superior optical yield by the use of an iridium or rhodium complex catalyst comprising a chiral dipohsphine ligand of the general formula (I) or (II), (S)-1-(4- methoxybenzyl)-1,2,3,4,5,6,7,8-hexahydroisoquinoline and salts thereof are intermediate products in the manufacture of dextromethorphan, a known antitussive agent.
Selon l'invention, l'hydrogénation asymétrique de sels de 1-(4-méthoxybenzoyl)-3,4,5,6,7,8-hexahydroisoquinolinium peut être réalisée avec un rendement optique supérieur à l'aide d'un catalyseur à complexe iridium ou rhodium contenant un ligand diphosphine chirale de formule générale (I) ou (II), (S)-1-(4-méthoxybenzoyl)-1,2,3,4,5,6,7,8-hexahydroisoquinoline ou des sels de ces composés étant des intermédiaires dans la fabrication de dextromorphane, un agent antitussif connu.
Puentener Kurt
Scalone Michelangelo
Wang Shaoning
Dsm Ip Assets B.v.
Gowling Lafleur Henderson Llp
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