Spacered branched hexaarabinofuranoside, which corresponds to the terminal fragment of mycobacterial lipoarabinomannan and arabinogalactan, was synthesized via three different routes. Synthetic scheme which involved only acyl and silyl protective groups (benzyl-free approach) allows one to reduce the number of deprotection steps, enhance the overall yield, and keep the azido group until the end of the synthesis
lipoarabinomannan, 1, 2-cis-Glycosylation, arabinofuranose, benzyl-free approach
Publication DOI: 10.1007/s11172-015-0992-5Journal NLM ID: 7505544Publisher: Moscow: Nauka
Correspondence: Abronina PI
; Kononov LO
Institutions: N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, chemical synthesis, HPLC, GPC, UV, extraction, optical rotation measurement, column chromatography, HR-ESI-MS, 19F NMR