Total Synthesis of Pseudouridimycin.

Pseudouridimycin (), a potent antibiotic against both Gram-positive and Gram-negative bacteria including multi-drug-resistant strains with a new mode of action isolated from sp, was synthesized by a convergent strategy from 5'-amino-pseudouridine and -hydroxy-dipeptide in 23% total yield. The key intermediate was synthesized by hydroxylaminolysis of the nitrone derived from glutamine and subsequent glycylation with glycine chloride. The synthetic method provides an efficient and practical way for the synthesis of -hydroxylated peptidyl nucleoside.