Intermediates for prostaglandin analogues

Details Intermediates for prostaglandin analogues Intermediates for prostaglandin analogues

C - Chemistry, Metallurgy

07

D

260/356, 260/235

C07D 309/12 (2006.01) C07C 405/00 (2006.01)

Patent

CA 1154441

ABSTRACT Compounds of the general formula:- Image IV wherein Y represents Image or Image (in which R4 represents a hydrogen atom, or a hydroxy-protecting group which is eliminated under basic conditions), Z represents Image or Image (in which R5 represents a hydrogen atom, or a tetrahydropyran-2-yl group), R1 represents a formyl group, or a grouping of the formula Image (in which X4 is as hereinbefore defined), R2 represents a single bond, or an alkylene group containing from 1 to 5 carbon atoms, R3 represents a hydrogen atom, an alkyl or alkoxy group containing from 1 to 8 carbon atoms, or a cycloalkyl or cycloalkyloxy group containing from 4 to 7 carbon atoms unsubstituted or substituted by at least one alkyl group containing from 1 to 8 carbon atoms, or represents a phenyl or phenoxy group unsubstituted or substituted by at least one halogen atom, trifluoromethyl group or alkyl group containing from 1 to 4 carbon atonms, with the proviso that, when R2 represents a single bond, R3 does not represent an alkoxy, cycloalkyloxy or phenoxy group, The represents a tetrahydropyran-2-yl group, and the double bond between the carbon atoms in positions 13 and 14 is trans, with the provisos that, (i) when Z represents Image or Image (in which R represents a hydrogen atom), Y represents Image (in which R represents a hydroxy-protecting group which is eliminated under basic conditions) and R1 represents a grouping of the formula Image (in which R4 represents a hydroxy-protecting group which is eliminated under basic conditions), and (ii) when Y represents Image , R1 represents a formyl group,are useful as intermediates in the synthesis of therapeutically useful prostaglandin analogues.

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