Intermediates in cephalosporin production
AssigneeSandoz Ltd.
InventorPeter Kremminger
Life of this patent
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Abstract
Cefuroxime in the form of a salt with n-butylamine; and its use for the production of cefuroxime axetil or for the production of the sodium salt of cefuroxime.
Claims9
A process for the production of cefuroxime in a form which may be used in pharmaceutical compositions comprising cefuroxime as an active ingredient, said process comprising the following steps:
- A) acylating 7-amino-3-hydroxymethyl-3-cephem-4-carboxylic acid in the form of a guanidine or amidine salt with a reactive derivative of (Z)-2-furyl-2-methoxyiminoacetic acid to obtain 7-[(Z)-2-furyl-2-methoxyiminoacetamido]-3-hydroxymethyl-3-cephem-4-carboxylic acid;
- B) reacting 7-[(Z)-2-furyl-2-methoxyiminoacetamido]-3-hydroxymethyl-3-cephem-4-carboxylic acid with a carbamoylation agent to obtain cefuroxime;
- C) isolating cefuroxime in the form of a salt with n-butylamine;
- and either
- D1) reacting cefuroxime in the form of a salt with n-butylamine in the presence of a source of sodium;
- and isolating cefuroxime in the form of a sodium salt from the reaction mixture;
- or
- D2) reacting cefuroxime in the form of a salt with n-butylamine with 1-acetoxyethyl bromide in the presence of a base and isolating cefuroxime axetil from the reaction mixture.
A process for the production of cefuroxime axetil comprising reacting cefuroxime in the form of a salt with n-butylamine in a solvent in the presence of a base with 1-acetoxyethyl bromide and isolating the cefuroxime axetil formed from the reaction mixture.
Cefuroxime in the form of a salt with n-butylamine.
A process for the production of cefuroxime in the form of a salt with n-butylamine, comprising adding n-butylamine to a solution or suspension of cefuroxime in a solvent, and isolating cefuroxime in the form of a salt with n-butylamine formed from the reaction mixture.
Use of cefuroxime in the form of a salt with n-butylamine for the production of cefuroxime axetil or for the production of the sodium salt of cefuroxime.
A process for the production of cefuroxime in the form of a sodium salt, comprising reacting cefuroxime in the form of a salt with n-butylamine in the presence of a source of sodium, and isolating the cefuroxime in the form of a sodium salt formed from the reaction mixture.
Dependencies are inferred from the claim text.