Industrial process for the preparation of high purity estetrol
AssigneeRichter Gedeon Nyrt.
InventorsRóbert Lovas, Sándor Mahó, Ildikó Bacsa, Beatrix Mayer
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Abstract
The invention relates to the preparation of estetrol of formula (I), derivatives thereof protected at positions 3,15α,16α,17β of general formula (III), and 3-hydroxy derivatives thereof protected at positions 15α,16α,17β of general formula (IV), and to the intermediates of general formulae (III) and (IV) applied in the process. Another aspect of the invention is the use of estetrol of formula (I) obtained by the process of the invention for the preparation of a pharmaceutical composition.
Claims16
Process for the preparation of estetrol of formula (I),
- starting from the compound of formula (II)
- wherein the process comprises:
- (a) acylating a compound of formula (II) in a suitable solvent using a suitable reactant to give a compound of general formula (III);
- wherein R=methyl group or hydrogen;
- (b) of removing a benzyl protecting group in position 3 by transfer hydrogenation or catalytic hydrogenation to give a compound of general formula (IV)
- wherein R=methyl group or hydrogen;
- and
- (c) deprotecting the compound of formula (IV) in an alkaline medium with an alkali metal carbonate, alkali metal hydrogen carbonate, or alkali metal hydroxides in a suitable solvent.
A compound selected from the group consisting of (15α,16α,17β)-3-(benzyloxy)estra-1,3,5(10)-triene-15,16,17-triyltriacetate, (15α,16α,17β)-3-(benzyloxy)estra-1,3,5(10)-triene-15,16,17-triyl triformiate, and (15α,16α,17β)-3-hydroxyestra-1,3,5(10)-triene-15,16,17-triyl triformiate.
Dependencies are inferred from the claim text.