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US 2003/0153747 A1Published application
Purification process
AssigneeSandoz Ltd.
InventorsJohannes Ludescher, Werner Veit
Life of this patent
Estimating the term…
Abstract
Processes for the depletion of 7-ADCA in mixtures of vinyl-ACA with 7-ADCA via novel salts of vinyl-ACA or via chromatography.
Claims10
A process for the depletion of 7-ADCA of formula
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- in a mixture of 7-ADCA and vinyl-ACA of formula
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Dicyclohexylammonium salt of 7-amino-3-vinyl-cephalosporanic acid in crystalline form
- Tert.octylammonium salt of 7-amino-3-vinyl-cephalosporanic acid in crystalline form
- N-Benzyl-tert.butylammonium salt of 7-amino-3-vinyl-cephalosporanic acid in crystalline form
- 2-Ethyl-1-hexylammonium salt of 7-amino-3-vinyl-cephalosporanic acid in crystalline form
- Potassium salt of 7-amino-3-vinyl-cephalosporanic acid in crystalline form.
1 more element
Depletion process of 7-ADCA of formula
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- in mixtures of vinyl-ACA of formula
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- with 7-ADCA, characterised in that
- a) a mixture of vinyl-ACA and 7-ADCA is converted into salts of formula
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- wherein X⊕ is Li⊕, Na⊕, K⊕ or a cation of formula
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- wherein R1′, R2′ and R3′ are the same or different and independently of one another denote hydrogen, (C1-8)alkyl, optionally substituted benzyl or phenyl or (C4-8)cycloalkyl, or R1′ and R2′ together with the nitrogen form a 5- or 6-membered heterocycle which optionally contains a further one or two hetero atoms, and R3′ is as defined above,
- by reaction of the mixture of vinyl-ACA and 7-ADCA with a lithium, sodium or potassium base or with an amine of formula
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- wherein R1′, R2′ and R3′ are as defined above, whereby
- α) the reaction is carried out in a solvent or solvent mixture in which the salts of formulae III and IV have different solubilities, or
- β) the salts of the compounds of formulae III and IV are suspended in a solvent or solvent mixture, and the solubility product is adjusted,
- and after isolating the compound of formula III, this is converted using an acid into the compound of formula I having no content or a reduced content of 7-ADCA, or
- b) a solution of a mixture of vinyl-ACA with 7-ADCA is subjected to chromatography.
13 more elements
Dependencies are inferred from the claim text.