ES464297A1 - A procedure for the preparation of new beta-lactama derivatives. (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

A procedure for the preparation of new β-lactam derivatives of the formula **(See formula)** where R1, R2 and R3 are independently selected from the group consisting of hydrogen and the following substituted and unsubstituted groups: C1-C10-alkyl, C2-alkenyl-alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkylalkyl and cycloalkenylalkyl where the preceding cycloalkyl or cycloalkenyl radicals contain from 3 to 6 carbon atoms and the alkyl or alkenyl radicals contain from 1 to 6 carbon atoms, aryl of 6 to 10 carbon atoms, aralkyl, aralkenyl and aralkynyl of 6 to 10 atoms ring carbon and 1 to 6 chain carbon atoms, heteroaryl, heteroaralkyl, heterocyclyl and heterocyclylalkyl where the heterocyclic structure is monocyclic or bicyclic and contains 4 to 10 atoms of which 1 or more is selected from oxygen, sulfur and nitrogen and where the alkyl radical of said heterocycles contains 1 to 3 carbon atoms and where the substituent or substituents thereof The radicals mentioned above are selected from the group consisting of amino, hydroxyl, alkoxy of 1 to 6 carbon atoms, mercapto, alkylthio of 1 to 6 carbon atoms, sulfamoyl, amidino, guanidino, nitro, chloro, bromo, fluoro, cyano and carboxyl; with the proviso that when one of the radicals R1 or R2 is hydrogen and the other is 1-hydroxyxy, then R3 is not hydrogen, R'is a pharmaceutically acceptable ester radical or an easily cleavable blocking group and R''is selected independently among the following substituted and unsubstituted groups: aryl of 6 to 10 carbon atoms, aralkyl of 7 to 16 carbon atoms and alkyl of 1 to 6 carbon atoms where the substituent or substituents on R'' are selected from nitro, chlorine, bromine, fluorine or alkoxy of 1 to 3 carbon atoms, the process of which comprises; a) reacting a compound of the following structure: **(See formula)** where X is halogen with a reactive mercaptan, R0SH, selected to provide the R0 substituent to obtain a compound of formula **(See formula)** where R0 is independently selected from the following substituted and unsubstituted groups: aryl of 6 to 10 carbon atoms, aralkyl of 7 to 16 carbon atoms and alkyl of 1 to 6 carbon atoms, where the substituent or substituents on R0 are selected between nitro, chlorine, bromine, fluorine or alkoxy of 1 to 3 carbon atoms and the rest of the symbols have the meanings indicated above; b) React the product from the previous step with a selected organometallic reagent so as to provide the R3 substituent. (Machine-translation by Google Translate, not legally binding)