Process for preparing isomers of carmoterol

C - Chemistry – Metallurgy – 07 – D

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C07D 215/227 (2006.01)

Patent

CA 2679059

A process for preparing a compound of formula (III) comprising condensing an oxiranyl compound of formula (I) with an amine of formula (II) or a salt thereof wherein: R1 is a group selected from alkyl, aryl, allyl, alkoxy, cycloalkyl, heterocyclic, alkenyl, benzocycloalkyl, aralkyl, haloarylalkyl, heteroaralkyl, haloalkyl, alkoxyaralkyl, substituted silyl and benzyl; and R2 is hydrogen, optionally substituted silyl or optionally substituted benzyl. Formula (I), (II) & (III): There is also described a process for preparing (R,R)-carmoterol from compound (III).

La présente invention concerne un procédé de préparation d'un composé de formule (III) comprenant la condensation d'un composé oxiranyle de formule (I) avec une amine de formule (II) ou un sel de celle-ci, dans laquelle: R1 est un groupe choisi parmi alkyle, aryle, allyle, alcoxy, cycloalkyle, hétérocyclique, alcényle, benzocycloalkyle, aralkyle, haloarylalkyle, hétéroaralkyle, haloalkyle, alcoxyaralkyle, silyle et benzyle substitués; R2 est hydrogène, silyle éventuellement substitué ou benzyle éventuellement substitué. L'invention concerne également un procédé de préparation de (R,R)-carmotérol à partir du composé de formule (III). Formules (I), (ii) et (III)

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