Enantioselective alkylation of tricyclic compounds

Details Enantioselective alkylation of tricyclic compounds Enantioselective alkylation of tricyclic compounds

C - Chemistry, Metallurgy

07

D

C07D 401/04 (2006.01) C07B 53/00 (2006.01) C07D 401/14 (2006.01)

Patent

CA 2352204

Disclosed is a process for preparing a compound of formula (1) wherein X1, X2, X3, X4 and X5 are independently selected from the group consisting of H, halo, alkyl, alkoxy, aryl, and aryloxy, and R is a protecting group, in which a compound having formula (II) wherein X1, X2, X3, X4 and X5 are as defined above, is treated with the following, in any sequence: (a) a non-nucleophilic strong base; (b) a chiral amino alcohol; and (c) a compound having formula (V) wherein L is a leaving group and R is as defined above. The compounds made by this process are useful intermediates for preparing compounds that are inhibitors of farnesyl protein transferase.

L'invention concerne un procédé de préparation d'un composé de formule (I), dans laquelle X<1>, X<2>, X<3>, X<4> et X<5> sont indépendamment sélectionnés dans le groupe constitué par les groupes H, halo, alkyle, alkoxy et aryloxy, et R est un groupe protecteur dans lequel un composé de formule (II), dans laquelle X<1>, X<2>, X<3>, X<4> et X<5> sont tels que définis ci-dessus, est traité, dans n'importe quel ordre, avec: a) une base forte non nucléophile b) un amino-alcool chiral, et) un composé de formule (V), dans laquelle L est un groupe partant et R est tel que défini ci-dessus.es composés préparés selon ce procédé sont des intermédiaires utiles dans la préparation de composés servant d'inhibiteurs de farnesyl protéine transférase.

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