Streamlined Access to Peptidoglycan Biosynthesis Terminator GlcNAc-1,6-anhydro-MurNAc

• DOI: 10.1021/acs.orglett.4c04620
• Publication Date: 2025-01-06T18:11:33Z
• Authors: Yue Zhang; Xiao-Lin Zhang; Han Ding; Ming Li; Xue-Wei Liu
• Keywords: Terminator (solar)

GlcNAc-1,6-anhydro-MurNAc is a key peptidoglycan elongation terminator of biological and medicinal importance. Herein, we present concise approach to this molecule in 12 steps with an overall 25% yield using d-glucosamine as the sole starting material. Our synthesis features formation 1,6-anhydro-MurNAc building block by intramolecular glycosylation selective conversion phthalimido group MurNPhth moiety, paving way for antibiotics new killing mechanism targeting bacterial transglycosylase.