Process for resolving chiral acids with 1-aminoindan-2-ols

Details Process for resolving chiral acids with 1-aminoindan-2-ols Process for resolving chiral acids with 1-aminoindan-2-ols

C - Chemistry, Metallurgy

07

C

C07C 51/487 (2006.01) C07B 57/00 (2006.01) C07C 57/30 (2006.01) C07C 57/58 (2006.01) C07C 59/64 (2006.01) C07C 59/84 (2006.01) C07C 215/44 (2006.01) C07D 209/88 (2006.01) C07D 263/57 (2006.01) C07D 307/24 (2006.01) C07D 309/08 (2006.01) C07D 333/24 (2006.01) C07D 491/052 (2006.01)

Patent

CA 2221375

A process for the full or partial resolution of a mixture of enantiomers of a genus of chiral carboxylic acids is disclosed. The process uses a pure enantiomer of 1-aminoindan-2-ol as the resolving agent and achieves separation of the diastereomeric salts by fractional crystallizationn followed by liberation of the chiral acid from the salt by treatment with mineral acid. Diastereomeric salts and solvates of those salts are disclosed. The production of ketoprofen, flurbiprofen and other chiral medicaments and precursors thereto is disclosed.

L'invention porte sur un procédé permettant un dédoublement partiel ou total d'un mélange d'énantiomères du type des acides chiraux carboxyliques. Le procédé, qui fait appel à un énantiomère pur de 1-aminoindan-2-ol comme agent de dédoublement, permet de mener à bonne fin une séparation de sels diastéréomères par cristallisation fractionnelle suivie de la libération de l'acide chiral du sel par traitement avec un acide minéral. L'invention, qui concerne des sels diastéréomères et des solvates qui en sont issus, porte également sur la production de cétoprofène, de flurbiprofène et d'autres médicaments chiraux ainsi que de leurs précurseurs.

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