Catalytic process for asymmetric hydrogenation

Details Catalytic process for asymmetric hydrogenation Catalytic process for asymmetric hydrogenation

C - Chemistry, Metallurgy

07

D

C07D 311/04 (2006.01) C07D 405/04 (2006.01) C07F 15/00 (2006.01)

Patent

CA 2671830

A process for preparing the S or R enantiomer of a compound of formula A, the process comprising subjecting a compound of formula B to asymmetric hydrogenation in the presence of a chiral catalyst and a source of hydrogen, wherein: X is CH2, oxygen or sulphur; R-1, R2 and R3 are the same or different and signify hydrogens, halogens, alkyl, alkyloxy, hydroxy, nitro, alkylcarbonylamino, alkylamino or dialkylamino group; and R4 is alkyl or aryl, wherein: the term alkyl means hydrocarbon chains, straight or branched, containing from one to six carbon atoms, optionally substituted by aryl, alkoxy, halogen, alkoxycarbonyl or hydroxycarbonyl groups; the term aryl means a phenyl or naphthyl group, optionally substituted by alkyloxy, halogen or nitro group; and the term halogen means fluorine, chlorine, bromine or iodine.

Procédé d'élaboration d'énantiomère S ou R de composé de formule A: hydrogénation asymétrique de composé de formule B en présence de catalyseur chiral et de source d'hydrogène, sachant que X est CH2, oxygène ou soufre; R-1, R2 and R3 sont identiques ou différents et représentent un groupe hydrogène, halogène, alkyle, alkyloxy, hydroxy, nitro, alkylcarbonylamino, alkylamino ou dialkylamino; et R4 est alkyle ou aryle; en l'occurrence, alkyle s'entend de chaînes hydrocarbure, droites ou ramifiées, contenant entre un et six atomes de carbone, éventuellement avec substitution par groupe aryle, alcoxy, halogène, alcoxycarbonyle ou hydroxycarbonyle; et aryle s'entend d'un groupe phényle ou naphtyle, éventuellement avec substitution par groupe alkyloxy, halogène ou nitro; et halogène s'entend de fluor, chlore, brome ou iode.

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