Reliable Chemical Synthesis of UDP-3‑<i>O</i>‑[(<i>R</i>)‑3-Hydroxydecanoyl]-GlcNAc:\nThe Native Substrate of <i>Pseudomonas aeruginosa</i> LpxC

Herein,\nwe describe a reliable and efficient approach for the first\nchemical synthesis of biologically significant and complex 3-<i>O</i>-(<i>R</i>-3-hydroxydecanoyl) modified uridine\ndiphosphate <i>N</i>-acetylglucosamine that is the native\nsubstrate of LpxC involved in the biosynthesis of the cell wall of <i>Pseudomonas aeruginosa</i>. The synthetic protocol provides\na successful example for the reliable preparation of modified nucleoside\ndiphosphate sugar, which features judiciously selected protecting\ngroups, the formation of pyrophosphate linkage with 5′-phosphate\nnucleoside as nucleophile, and the straightforward purification process.