PROCESSES FOR THE PREPARATION OF BETA-LACTAM DERIVATIVE

摘要

The present invention provides a process for preparing an allenyl beta -lactam compound represented by the general formula (4), characterized by reacting the hydroxyl group of a beta -lactam compound represented by the general formula (l) with a reactive functional group derivative of sulfonic acid represented by the general formula (2) to convert the compound of the formula (1) to a beta -lactam compound represented by the general formula (3), thereafter reacting the resulting beta -lactam compound with a basic anion exchange resin of the type having a tertiary organic base fixed to the resin and isolating the allenyl beta -lactam compound of the formula (4) from the reaction mixture with stability and high purity in a high yield. The present invention also provides a process for preparing an allenyl beta -lactam compound represented by the general formula (4), characterized by reacting the hydroxyl group of a beta -lactam compound represented by the general formula (l) with a reactive functional group derivative of sulfonic acid represented by the general formula (2) to convert the compound of the formula (1) to a beta -lactam compound represented by the general formula (3), thereafter reacting the resulting beta -lactam compound represented by the general formula (3) with a tertiary organic base to convert the compound (3) to the allenyl beta -lactam compound of the formula (4), thereafter causing two kinds of ion exchange resins, i.e., an acidic cation exchange resin and a basic anion exchange resin, to alternately or simultaneously act on the lactam compound of the formula (4) and isolating the allenyl beta -lactam compound of the formula (4) from the resulting reaction solution with stability. Further, the present invention provides a process for preparing a 3-halogenated cephem derivative represented by the general formula (6), characterized by causing a halogenating reagent to act on an allenyl beta -lactam compound represented by the general formula (4) in the presence of a sulfinate ion or thiolate ion capturing agent to obtain the 3-halogenated cephem derivative.