Enantioselective preparation of optically pure albuterol

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 227/34 (2006.01) C07C 213/08 (2006.01) C07C 213/10 (2006.01) C07C 215/60 (2006.01) C07C 229/38 (2006.01)

Patent

CA 2190577

The invention relates to a method for producing albuterol by the resolution of a mixture of enantiomers of 5-[2-[(1,1- dimethylethyl)amino]-1-hydroxyethyl]-2-hydroxybenzoate using di-toluoyltartaric acid. The invention further relates to a method for producing albuterol by the resolution of a mixture of enantiomers of methyl 5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-2- (phenylmethoxy)benzoate or .alpha.-[[(1,1-dimethylethyl)amino]methyl]-4-(phenylmethoxy)-1,3-benzenedimethanol using a chiral acid such as (+/-) di-toluoyltartaric acid or (+/-) di-benzoyltartaric acid.

L'invention concerne un procédé permettant de produire de l'albutérole par dédoublement d'un mélange d'énantiomères de 5-[2-[(1,1-diméthyléthyl)amino]-1-hydroxyéthyl]-2-hydroxybenzoate au moyen d'acide ditoluoyltartrique. L'invention concerne en outre un procédé permettant de produire de l'albutérole par dédoublement d'un mélange d'énantiomères de méthyl5-[2-[(1,1-diméthyléthyl)amino]-1-hydroxyéthyl]-2-(phénylméthoxy)benzoate ou .alpha.-[[(1,1-diméthyléthyl)amino]méthyl-4-(phénylméthoxy)-1,3-benzénediméthanol au moyen d'un acide chiral tel que l'acide (+/-) ditoluoyltratrique ou l'acide (+/-) dibenzoyltartrique.

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