Method for producing pure l-hercynine
AssigneeTetrahedron
InventorIrène ERDELMEIER
Life of this patent
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Abstract
The invention relates to a method for the purification of L-hercynine. Said method for the purification of L-hercynine, from a reaction mixture resulting from the reaction of L-histidine, in controlled pH conditions, with a methylating agent Me X in a polar solvent or a mixture of polar solvents, at room temperature, is characterised in that it comprises at least one step of separating the organic products from the inorganic salts formed during the reaction by electrodialysis. This method allows the L-hercynine losses to be limited during the purification.
Claims10
A method for purifying L-hercynine, or its enantiomer, D-hercynine, or its racemic mixture, or one of its isotopically marked derivatives from a reaction mixture resulting from the reaction of L-histidine, or its enantiomer D-histidine or its racemic mixture, or one of its isotopically marked derivatives or one of its a-N-methylated derivatives, under controlled pH conditions, with a methylation agent MeX in a polar solvent or a mixture of polar solvents, at room temperature, characterized in that it comprises at least one step for separating the organic products from the inorganic salts formed during the reaction by electrodialysis;
- and in that the electrodialysis is conducted on a reaction medium adjusted to a pH comprised between 8.5 and 9.5, at the beginning of the electrodialysis.
A method for the industrial-scale production of L-hercynine, or its enantiomer, D-hercynine, or its racemic mixture, or one of its isotopically marked derivatives, or one of its a-N-methylated derivatives, characterized in that it comprises the following steps:
- reacting the L-histidine, or its enantiomer D-histidine or its racemic mixture, or one of its isotopically marked derivatives or one of its a-N-methylated derivatives, under controlled pH conditions, with a methylation agent MeX in a polar solvent or a mixture of polar solvents, at room temperature;
- followed by
- separating the organic products from the inorganic salts formed during the reaction by electrodialysis;
- and in that the electrodialysis is done on a reaction medium adjusted to a pH comprised between 8.5 and 9.5, upon starting the electrodialysis;
- followed by
- re-crystallizing the L-hercynine to eliminate the organic impurities.
Dependencies are inferred from the claim text.