Spiro-(steroid-6,1'-cyclopropane) und Verfahren zu deren Herstellung

摘要

The invention comprises compounds of the formula wherein R1 is a hydrogen atom or an alkyl radical containing less than 7 carbon atoms; R is a hydrogen atom or methyl radical, Y is a carbonyl, methylene, or b -hydroxy-methylene radical; Q and Q1 are each an ethylene or vinylene radical; Z is a carbonyl, methylene, hydroxy-methylene, or alkanoyloxymethylene radical wherein the alkanoyl portion contains less than 7 carbon atoms; and X is a carbonyl, b - hydroxymethylene, a - alkyl - b - hydroxymethylene wherein the alkyl portion contains less than 7 carbon atoms, a -alkenyl-b -hydroxymethylene wherein the alkenyl portion contains less than 7 carbon atoms, a -alkynyl-b -hydroxymethylene wherein the alkynyl portion contains less than 7 carbon atoms and the corresponding b -alkanoyloxy methylene radicals thereof wherein the alkanoyl portion contains less than 7 carbon atoms, or a radical of the formula or a radical of the formula wherein R11 is a fluorine or a hydrogen atom or an alkanoyloxy radical containing less than 7 carbon atoms and R111 is a fluorine or a hydrogen atom or an alknoyloxy radical containing less than 7 carbon atoms, and R111 is a hydrogen atom or a hydroxy or alkanoyloxy-radical containing less than 7 carbon atoms; with the provision that when Z is a carbonyl radical, R is a methyl radical and Q is a vinylene radical, then X is a carbonyl radical or a radical of the formula or a radical of the general formula wherein R11 and R111 are as defined above and a process for the preparation of spiro (steroidal 6,11-cyclopropanes) which comprises heating a steroid the A and B ring structure of which is represented by the partial structural formula wherein R and R1 are as defined above to obtain a compound having the partial structural formula The spiro-pyrazoline starting materials used in the above reaction can be obtained from the corresponding 6-methylene derivatives by reaction with a diazoalkene of the formula R1CHN2.