Process for the preparation of enantiomerically pure...

C - Chemistry – Metallurgy – 07 – D

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C07D 487/04 (2006.01) C07C 69/612 (2006.01) C07C 69/616 (2006.01) C07C 69/65 (2006.01) C07D 471/04 (2006.01)

Patent

CA 2201435

The invention relates to a process and intermediates for the preparation of enantiomerically pure cycloalkanoindolecarboxylic acids and azaindolecarboxylic acids and pyrimido[1,2a]indolecarboxylic acids and their activated derivatives; characterized in that the tolyl acetic acid is first esterified with a chiral alcohol, then diastereoselective substitution at .alpha.-carbon atoms is carried out and this product is halogenated in the tolyl group and then reacted with appropriate cycloalkanoindoles, cycloalkanoazaindoles or pyrimido[1,2a]indoles. It is possible by this method to prepare specifically, in high purity, the enantiomerically pure carboxylic acids which are intermediates for valuable medicaments.

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