Intermediates for the preparation of prostaglandin analogues

C - Chemistry – Metallurgy – 07 – D

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260/356, 260/361

C07D 407/12 (2006.01) C07C 405/00 (2006.01) C07D 307/935 (2006.01) C07D 307/937 (2006.01)

Patent

CA 1250285

ABSTRACT INTERMEDIATES FOR THE PREPARATION OF PROSTAGLANDIN ANALOGUES The present invention relates to intermediates of the general formula: Image (I) (wherein Y and 2, which may be the same or different, each represents a trans-vinylene group or an ethylene group, R2 represents a hydrogen atom or a methyl or ethyl group, R3 represents a single bond or an alkylene group of 1 to 5 carbon atoms, R4 represents an alkyl group of 1 to 8 carbon atoms, a cycloalkyl group of 4 to 7 carbon atoms unsubstituted or substituted by at least one alkyl group of 1 to 8 carbon atoms or a phenyl or phenoxy group unsubstituted or substituted by at least one halogen atom, trifluoromethyl group or alkyl group of 1 to 4 carbon atoms, R5 represents a hydroxy- protecting group which can be removed in acidic conditions and W1 represents a group of the formula : -COOR1, -CON(R6)2, -CH2OR5 or -CH(OR7)CH2OR5 (in which R1 represents a hydrogen atom or an alkyl group of 1 to 12 carbon atoms, the groups R6, which may be the same or different, each represents an alkyl group of 1 to 4 carbon atoms, a phenyl group or an aralkyl group of 7 to 12 carbon atoms or R7 represents an acyl group of 2 to 12 carbon atoms and R5 is as hereinbefore defined) with the proviso that, when R3 represents a single bond, R4 does not represent a substituted or unsubstituted phenoxy group, which are useful in the preparation of 6-keto-prostaglandin derivatives.

476787

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