Chemical process

Details Chemical process Chemical process

C - Chemistry, Metallurgy

07

D

C07D 303/06 (2006.01) C07C 69/013 (2006.01) C07C 69/03 (2006.01) C07C 69/78 (2006.01) C07C 203/08 (2006.01) C07C 309/63 (2006.01) C07C 309/66 (2006.01) C07D 301/02 (2006.01) C07D 303/04 (2006.01) C07D 303/14 (2006.01) C07D 317/70 (2006.01) C12P 7/22 (2006.01)

Patent

CA 2155306

A process for the preparation of (1S,2R)-1,2-epoxy-1,2,3,4-tetrahydronapthalene having formula (I), which comprises the steps of (a) hydrogenating the compound of formula (III) to form cis-(1R,2S)-1,2-dihydroxy-1,2,3,4-tetrahydronaphthalene having formula (V); (b) reacting the dihydroxy compound of formula (V) with a sulphonyl halide of formula R1SO2Z wherein R1 is methyl, ethyl, trifluoromethyl, phenyl or p-tolyl, and Z is fluorine, chlorine, bromine or iodine to give a bis-sulphonyl ester of formula (X); and (c) treating the bis- sulphonyl ester (X) with an alkali metal carbonate or alkali metal hydroxyde to give the compound of formula (I). A process for preparing the enantiomeric (1R,2S)-1,2-epoxy-1,2,3,4-tetrahydronaphthalene is also claimed as are novel intermediates formed in the processes. The compounds are useful as intermediates in the preparation of biologically active compounds such as pharmaceuticals.

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