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US 4,895,934 AGranted
Process for the preparation of clindamycin phosphate
AssigneeE. I. Du Pont de Nemours and Company
InventorsWilliam L. Matier, Chi Woo, Ying-Chi Lee
Life of this patent
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Abstract
A method for the preparation of clindamycin phosphate by first preparing the novel intermediate, clindamycin phosphoryl benzylate. The method can be used to make other, structurally related compounds.
Claims5
A process for the preparation of 7(S)-chloro-7-deoxylincomycin-2-phosphoryl benzylate, said process comprising:
- treating protected clindamycin hydrochloride with phosphorous oxychloride in the presence of a suitable solvent to obtain a reaction mixture;
- adding benzyl alcohol to the reaction mixture;
- and
- subsequently adding water to the reaction mixture to obtain the product.
1 more element
A process for the preparation of a compound having the formula:
- ##STR7## wherein X is hydrogen, loweralkyl, halo, loweralkoxy, nitro, --CF.sub.3 or phenyl, said process comprising:
- treating protected clindamycin hydrochloride with phosphorous oxychloride in the presence of a suitable solvent to obtain a reaction mixture;
- adding benzyl alcohol, unsubstituted or substituted with loweralkyl, halo, loweralkoxy, nitro, --CF.sub.3 or phenyl to the reaction mixture, provided that said benzyl alcohol is unsubstituted when X is hydrogen and when substituted, the substituent is the same as X;
- and subsequently adding water to the reaction mixture to complete the reaction.
1 more element
A process for the preparation of clindamycin phosphate, said process comprising:
- treating protected clindamycin hydrochloride with phosphorous oxychloride in a suitable solvent to obtain a reaction mixture;
- adding benzyl alcohol to the reaction mixture and subsequently adding water to complete the reaction and thereby obtaining protected clindamycin benzylate, hydrochloride;
- heating the protected clindamycin benzylate hydrochloride in the presence of an acid to obtain deprotected clindamycin hydrochloride;
- isolating the deprotected clindamycin benzylate hydrochloride;
- treating the deprotected clindamycin benzylate hydrochloride with a suitable base to obtain clindamycin benzylate free base;
- isolating the clindamycin benzylate free base;
- and
- treating the clindamycin free base with hydrogen gas in the presence of Pd/C catalyst in a suitable solvent to thereby obtain clindamycin phosphate.
5 more elements
Dependencies are inferred from the claim text.