| 摘要 |
A process for preparing 17&bgr;-substituted 4-azaandrost-1-en-3-one compounds of the general formula (I): or a pharmaceutically approved salt thereof, where R is hydroxyl, optionally substituted, linear or branched (C1-C2)alkyl or (C1-C12)alkenyl; phenyl or benzyl; an —OR1 radical, or an —NHR1 radical, or an —NR1R2 radical; R1 is hydrogen, optionally substituted, linear or branched (C1-C12)alkyl or (C1-C12)alkenyl, or optionally substituted phenyl; R2 is hydrogen, methyl, ethyl or propyl; or —NR1R2 is a 5- or 6-membered heterocyclic ring, by (A) introducing protecting groups into the 3-keto-4-aza moiety of the corresponding 1,2-dihydro compound, so that a compound of the general formula (III) is formed: where R3 is trialkylsilyl or, together with R4, the —C(O)—C(O)— or —C(O)—Y—C(O)— radical; R4 is alkyloxycarbonyl or phenyloxycarbonyl, preferably Boc (=tert-butyloxycarbonyl); or trialkylsilyl, or, together with R3, the —C(O)—C(O)— or —C(O)—Y—C(O)— radical; Y is —[C(R5)(R6)]n— or —CH(R5)═CH(R6)—, or ortho-phenylene; R5 and R6 are each independently hydrogen, linear or branched (C1-8)alkyl or alkenyl, optionally substituted phenyl or benzyl; and n is an integer of 1 to 4; and where, in the case that R is hydroxyl, it has optionally reacted with a protecting group; (B) reacting the resulting compound in the presence (i) of a dehydrogenation catalyst, and in the presence of (ii) optionally substituted benzoquinone, allyl methyl carbonate, allyl ethyl carbonate and/or allyl propyl carbonate, and (C) removing the protecting groups R3 and R4 and optionally converting the resulting compound to a salt. |
