An improved synthesis of UDP-3-O-acyl-N-[3H- acetyl]glucosamine : a probe for inhibitors of LpxC in gram-negative bacteria

UDP-3-O-(R-3-hydroxydecanoyl)-N-[3H-acetyl]glucosamine, was prepared using a modified procedure for the preparation of carboxamides reported by Kunishima et al. using [3H]CH3CO2Na, 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, N-methylmorpholine and UDP-3-O-(R-3-hydroxydecanoyl)glucosamine in 26% overall yield. Full details of the synthesis and the analysis of the product are presented. Copyright © 2005 John Wiley & Sons, Ltd.