Synthesis and antibacterial activity of 4″-O-carbamoyl analogs of clarithromycin

A series of novel 4″-O-carbamoyl analogs of clarithromycin were synthesized and evaluated for their in vitro antibacterial activity. All of the desired compounds showed excellent activity against erythromycin-susceptible S. pneumoniae. Particularly, 4-fluorobenzyl carbamate 7a demonstrated potent activity against erythromycin-resistant S. pneumoniae encoded by the mef gene, and remarkably improved activity against erythromycin-resistant S. pneumoniae encoded by the erm gene, and the erm and mef genes.