METHOD FOR THE PRODUCTION OF (R)-SALBUTAMOL

Method for producing levo-salbutamol (I; alpha-(((1,1-dimethylethyl)amino)methyl)-4-hydroxy-1,3-benzenedimethanol) or its salts by asymmetric hydrogenation of prochiral salbutamone (II) in presence of rhodium and a chiral, bidentate phosphine ligand (III), optionally followed by treatment with acid...

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Bibliographic Details
Main Authors KLINGLER, FRANZ, DIETRICH, LENHART, ALFONS, KREYE, PAUL
Format Patent
LanguageEnglish
French
German
Published 18.07.2007
Subjects
ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
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Summary:Method for producing levo-salbutamol (I; alpha-(((1,1-dimethylethyl)amino)methyl)-4-hydroxy-1,3-benzenedimethanol) or its salts by asymmetric hydrogenation of prochiral salbutamone (II) in presence of rhodium and a chiral, bidentate phosphine ligand (III), optionally followed by treatment with acid to form a salt. An Independent claim is also included for preparation of (I) by: (1) bromination of 4-acetoxy-3-acetoxymethylacetophenone; (2) reaction of the product with N-tert-butyl-N-benzylamine; (3) hydrogenation of palladium catalyst (debenzylation); (4) hydrogenation of the resulting (II) by the new method and (5) optionally treatment with acid.
Bibliography:Application Number: EP20030773653