Preparation of an atorvastatin intermediate

C - Chemistry – Metallurgy – 07 – D

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C07D 405/06 (2006.01)

Patent

CA 2621506

Atorvastatin lactone is prepared by hydrogenating tert-butyl isopropylidene nitrile to tert-butyl isopropylidene amine and condensing the amine with the diketone of atorvastatin to form acetonide ester. The diol protecting acetonide ester is deprotected to form a diol ester by dissolving the acetonide ester in methanol and treating with an acid. The diol ester is saponified to form a sodium salt. Methanol is removed from the reaction mixture by distillation. The sodium salt is reacidified to the free diol acid and atorvastatin lactone is formed from the diol acid. The atorvastatin lactone is directly dried without further purification.

L~invention concerne un procédé de préparation d~atorvastatine lactone, par hydrogénation du tert-butyle isopropylidène nitrile en tert-butyle isopropylidène amine, et condensation de l~amine avec la dicétone de l~atorvastatine afin de former un ester acétonide. L~ester acétonide protégeant un diol est déprotégé afin de former un ester diol par dissolution de l~ester acétonide dans du méthanol et traitement par un acide. L~ester diol est saponifié pour former un sel de sodium. Le méthanol est éliminé du mélange réactionnel par distillation. Le sel de sodium est réacidifié en acide diol libre et l~atorvastatine lactone est formée à partir de l~acide diol. L~atorvastatine lactone est séchée directement sans purification supplémentaire.

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