Analogifremgangsmaade for the preparation of optically active or racemic threo- or erythro-chlorcitronsyrederivater

摘要

1. Claims for the Contracting States : BE CH DE FR GB IT LU NL SE Monochlorocitric acid derivatives of the formula see diagramm : EP0016867,P13,F3 and the corresponding threo-beta-lactones of the formula see diagramm : EP0016867,P13,F4 and pharmaceutically usable salts of these compounds. 1. Claims for the Contracting State : AT Process for the manufacture of monochlorocitric acid derivatives of the formula see diagramm : EP0016867,P15,F1 and the corresponding threo-beta-lactones of the formula see diagramm : EP0016867,P15,F2 as well as the pharmaceutically usable salts thereof, characterized by a) for the manufacture of a (+-)-threo-lactone of formula Ib, reacting an aqueous solution of a trialkali metal or trialkaline earth metal cis- or trans-aconitate with chlorine or hypochlorous acid and reacting the resulting salt of (+-)-threo-chlorocitric acid beta-lactone of the formula see diagramm : EP0016867,P15,F3 wherein M is an alkali metal or alkaline earth metal, with an acid, b) for the manufacture of (+-)-threo-chlorocitric acid of the formula see diagramm : EP0016867,P16,F1 hydrolyzing a compound of formula Ib or Ib 1, c) for the manufacture of a compound of formula Ia, cleaving epoxyaconitic acid with an alkali metal or alkaline earth metal chloride in an aqueous solvent in the presence of an acid, d) for the manufacture of (+-)-erythro-chlorocitric acid of the formula see diagramm : EP0016867,P16,F2 cleaving a compound of the formula see diagramm : EP0016867,P16,F3 wherein M' represents an alkali metal and R represents hydrogen or M', with an alkali metal chloride in an aqueous solvent in the presence of an acid, e) if desired, resolving a resulting (+-)-threo-citric acid derivative of formula Ia or Ib or (+-)-erythro-citric acid derivative of formula Ia into the optically active antipodes and isolating the desired antipode, f) if desired, isolating a resulting compound of formula Ia or Ib in the form of a pharmaceutically usable salt.