Vinyl-ACA purification process
AssigneeBiochemie Gesellschaft m.b.H.
InventorsJohannes Ludescher, Werner Veit
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Abstract
A process for purification of vinyl-ACA of formula from a mixture of vinyl-ACA and 7-ADCA of formula is provided. The process comprises a) producing a mixture of a salt of vinyl-ACA and a salt of 7-ADCA in a solvent in which the salt of 7-ADCA has a higher solubility than the salt of vinyl-ACA, and b) subjecting the mixture to crystallization to obtain a precipitate of the salt of vinyl-ACA. A process of purifying vinyl-ACA from a mixture of vinyl-ACA and 7-ADCA via chromatography, particularly adsorption chromatography is also provided.
Claims12
A process for the depletion of a salt of 7-ADCA of formula
- from a mixture of a salt of 7-ADCA and a salt of vinyl-ACA of formula
- wherein the process comprises:
- a) producing a mixture of a salt of vinyl-ACA and a salt of 7-ADCA by addition of a salt forming agent to a compound of formula I and a compound of formula II, in a solvent in which the salt of 7-ADCA has a higher solubility than the salt of vinyl-ACA, wherein the solvent is selected from amides, ketones, alcohols, nitrites, esters, chlorinated hydrocarbons, water, or mixtures thereof, and wherein the salt forming agent is an inorganic base, an inorganic salt, anorganic salt or a nitrogen base;
- and
- b) subjecting said mixture to crystallization to obtain a precipitate of a salt of vinyl-ACA and a salt of 7-ADCA, in which the ratio of the salt of vinyl-ACA to the salt of 7-ADCA is greater than in the mixture.
A compound of formula
- wherein X+ is Li+, Na+, K+ or a compound of formula
- wherein
- R1, R2 and R3 are the same or different and independently of one another denote hydrogen, alkyl, aryl, aralkyl, or cycloalkyl;
- or
- R1 and R2 together with the nitrogen atom form a 5- or 6-membered heterocycle containing one or several heteroatoms selected from the group consisting of N, S, and O and R3 is as defined above, in crystalline form.
A dicyclohexylammonium salt of 7-amino-3-vinyl-cephalosporanic acid in crystalline form or a tert.octylammonium salt of 7-amino-3-vinyl-cephalosporanic acid in crystalline form or a N-benzyl-tert.butylammonium salt of 7-amino-3-vinyl-cephalosporanic acid in crystalline form or a 2-ethyl-1-hexylammonium salt of 7-amino-3-vinyl-cephalosporanic acid in crystalline form or a potassium salt of 7-amino-3vinyl-cephalosporanic acid in crystalline form.
Dependencies are inferred from the claim text.