Process for producing intermediate for...

C - Chemistry – Metallurgy – 07 – F

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C07F 7/18 (2006.01) C07C 405/00 (2006.01) C07D 307/20 (2006.01) C07D 309/12 (2006.01)

Patent

CA 2156304

A novel process for the production of a compound represented by the formula: Image wherein Z and Z' each represents a protective group for the hydroxyl group; R1 represents a hydrogen atom or an alkyl group; R2 represents an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a group represented by the formula -B-D (in which B is an alkylene group and D is a substituted or unsubstituted phenyl group, a substituted or unsubstituted phenoxy group or a cycloalkyl group), a substituted or unsubstituted phenyl group or a substituted or unsubstituted phenoxy group; R3 and R4 each represents a hydrogen atom, an alkyl group or an alkoxy group; R5 represents a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, a cyano group, an amino group, a hydroxyl group or a group represented by a formula -COOR8; R6 represents a group represented by a formula -COOR9, a cyano group, a hydroxyl group, a group represented by a formula - OCOR10 or a group represented by a formula -CONR11R12; A represents a vinylene group, an ethynylene group, a phenylene group or a group represented by a formula -C=C=C-; X represents an oxygen atom or a sulfur atom; m represents an integer of 0 to 7; n is 0 or 1; each of p and r is an integer of 0 to 5; q is 0 or 1; and s is 0 or 1. Effects: The present invention has rendered possible production of a compound as an important intermediate for a 13,14-didehydro PGE or analogues thereof useful as various medicines, with a high yield by few production steps under neutral and mild conditions, without requiring preparation of unstable anionic reagents and prevention of water and oxygen contamination at the time of the reaction and without causing formation of by-products by the reaction.

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