Synthesis of Compounds Designed To Inhibit Bacterial Cell Wall Transglycosylation

Article abstract of DOI:10.1021/jo00303a028

Methods for preparation of compounds designed to inhibit the transglycosylation step in bacterial cell wall biosynthesis are described.Two hybrid structures (5 and 31) are synthesized, which combine features of the transglycosylase substrate with those of the natural product moenomycin, a known transglycosylation inhibitor.The compounds are synthesized by a convergent route involving the coupling as a phosphate diester of a protected sugar portion with a glycerate-lipid synthon.Details of the syntheses of the sugar and glycerate precursors are discussed.