Patent ID: 7425629
Filing Date: 2008-09-16
Classification: A61P,C07D

Abstract:
1. A process for stereoselective synthesis of a compound of Formula (I) wherein: R R R R the process comprising: (a) reacting a starting material of formula A with an unsaturated ester of formula B in the presence of a suitable acid, without a solvent or with a suitable solvent, at a suitable temperature to provide an ester of formula C (b) hydrolyzing the ester of formula C using a suitable base in water, with or without an organic solvent, at a suitable temperature to provide an acid of formula D (c) reacting the acid of formula D with TFAA, in the presence of a suitable base in a suitable solvent at a suitable temperature to provide a trifluoromethyl ketone of formula E (d) reacting the trifluoromethyl ketone of formula E with an acetate in the presence of a suitable base in a suitable solvent at a suitable temperature to prepare an ester of formula F (e) hydrolyzing the ester of formula F with a suitable base in a suitable solvent at a suitable temperature to obtain an acid of formula G (f) reacting the acid of formula G with a suitable resolving base to provide a pure diastereomer followed by reacting the pure diastereomer with a suitable base in a suitable solvent at a suitable temperature to provide a pure enantiomer of formula H, or reacting a pure diastereomer of the acid of formula G with a suitable acid in a suitable solvent at a suitable temperature to obtain a pure enantiomer of formula H (g) reacting the acid of formula H followed with a suitable alcohol, R′—OH, where R′ is an alkyl group, followed by protection of the tertiary alcohol with a protecting group agent PG-Y, where Y is a leaving group, at a suitable temperature to obtain the ester of formula I (h) reacting the ester of formula I with a compound of formula J, wherein W, X, Y, or Z is N or CH, at least one of W, X, Y, or Z is N, and R