PRACTICAL SYNTHESIS OF ANTI-METHICILLIN-RESISTANT STAPHYLOCOCCUS-AUREUS (MRSA) CARBAPENEM L-742,728

Ani-MRSA carbapenem, L-742,728, has been prepared in large quantity us ing, the Suzuki-Miyaura cross-coupling as the key reaction. Three appr oaches have been examined by varying the coupling reaction between car bapenem nucleus A and side chains B, BC, and BCD, wherein BCD represen ts the fully elaborated side chain. The coupling of A with BCD offers the advantage of convergence and requires fewer chemical steps after i nstallation of the thermally unstable carbapenem skeleton. This key re action highlights the versatility and efficiency of the Suzuki-Miyaura reaction. This approach offers a general method for the preparation o f the 3-aryl carbapenems, which possess strong antibacterial activity against resistant strains.