11-fluoro-androstenes

Details 11-fluoro-androstenes 11-fluoro-androstenes

C - Chemistry, Metallurgy

07

J

260/21, 260/38,

C07J 17/00 (2006.01) C07J 1/00 (2006.01) C07J 53/00 (2006.01)

Patent

CA 1037024

ABSTRACT OF THE DISCLOSURE An 11-fluoro-androstene of the general formula (I) Image which possess a strong androgenic activity, is produced by deshalogenating a compound of the general formula Image (II) In the above formulae, C6...C7 represents a single or double bond between the C6 and C7 carbon atom; X represents Image , Image or Image grouping, R5 representing a hydrogen atom, an acyl, alkyl or cycloalkyl group, or a cyclic group containing an oxygen hetero atom, R6 representing a hydrogen atom or an acyl group and R7 represent- ing an unsubstituted or substituted aliphatic hydrocarbon group; R1 and R2 each represents a hydrogen atom ? together represent a methylene group or a further carbon-to-carbon bond between the C1 and C2 carbon atoms; R3 represents a hydrogen or chlorine atom; and R4 represents a hydrogen, fluorine or chlorine atom, the fluorine or chloringe atom, when C6...C7 represents a single bond between the C6 and C7 carbon atoms, being in the .alpha.- or .beta.- position. For example, 17.beta.-acetoxy-9-bromo-11.beta.-fluoro-.DELTA.4- androsten-3-one is reacted with tributyl-tin hydride in the pre- sence of.alpha.,.alpha.'-azo-isobutyrodinitrile to produce 17.beta.-acetoxy- 11.beta.-fluoro-.DELTA.4-androsten-3-one.

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