Method for synthesis of prostaglandin derivatives

C - Chemistry – Metallurgy – 07 – C

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C07C 405/00 (2006.01) C07D 307/935 (2006.01)

Patent

CA 2067341

Method for preparing 13,14-dihydro-17-phenyl analogues of PGF2a or PGE2 comprising the step of hydrogenating the double bond in an intermediate compound (I) without deoxygenation of the allylic alcohol to give one of the intermediate compounds (II, III) wherein R is hydrogen or one or more halogen, hydroxyl, cyanide, alkyl (preferably 1-4 carbon atoms), hydroxyalkyl, trifluoromethyl or aromatic or heteroaromatic substituents on the aromatic ring R1 and R2 are each hydrogen, alkyl (preferably 1-4 carbon atoms), hydroxyl, halogen or hydroxyalkyl substituents, R3 is O-alkyl or N(alkyl), P is a protecting group.

Méthode de préparation d'analogues 13,14-dihydro-17-phénylés de la PGF2a ou de la PGE2 comprenant une étape d'hydrogénation de la double liaison d'un composé intermédiaire (I) sans désoxygénation de l'alcool allylique de façon à obtenir les composés intermédiaires (II et III) où R représente un hydrogène ou au moins un halogène, un hydroxyle, un cyanure, un alkyle (de préférence à 1-4 atomes de carbone), un hydroxyalkyle, un trifluorométhyle ou les substituants aromatiques ou hétéroaromatiques, R1 et R2, sur le noyau aromatique sont tous deux un hydrogène, un alkyle (de préférence à 1-4 atomes de carbone), un hydroxyle, un halogène ou un hydroxyalkyle, R3 est un O-alkyle ou un N-alkyle et P est un groupe de protection.0

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