Preparation of 3-alkylthiomethyl cephalosporins
AssigneeEli Lilly and Company
InventorIan G. Wright
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Abstract
This invention is addressed to a new and improved method for the preparation of 3-alkylthiomethyl-7-acylamido cephalosporins in which a 3-alkanoyloxymethyl-7-acylamido cephalosporin is reacted with an alkane thiol in aqueous medium in the presence of certain inorganic salts to produce the desired 3-alkylthiomethyl product in significantly improved yields.
Claims14
In a process for the preparation of 3-alkylthiomethyl-7-acylamido cephalosporins in which a 3-alkanoyloxymethyl-7-acylamido cephalosporin is reacted with an alkane thiol containing 1-6 carbon atoms, the improvement comprising carrying out the reaction in aqueous medium in the presence of an effective amount of an inorganic salt selected from the group consisting of the highly water soluble iodide, bromide, thiocyanate, nitrate and sulfate salts of the metals of Groups I and II and ammonium iodide to increase the yield of the 3-alkylthiomethyl-7-acylamido cephalosporin.
A process for the preparation of 3-alkylthiomethyl cephalosporins comprising reacting a cephalosporin of the formula ##SPC17##
- R.sub.6 is selected from the group consisting of hydrogen and methoxy and R.sub.7 is selected from the group consisting of methyl and amino, provided that where R.sub.6 is hydrogen, R.sub.7 is amino, and R.sub.8 is hydrogen or an acyl protecting group, with an alkane thiol containing 1-6 carbon atoms in aqueous medium in the presence of an effective amount of highly water soluble iodide, bromide, thiocyanate, nitrate and sulfate salts of the metals selected from the group consisting of Groups I and II and ammonium iodide to increase the yield of the
Dependencies are inferred from the claim text.