ABSTRACT
Experimental ............................................................................................................ 79 General Methods ................................................................................................. 79 Methyl 2,3,4-tri-O-benzyl-7-(phenyldimethyl)silane-7-deoxy-l-glycero-αd-manno-heptopyranoside (2) ............................................................................. 79 Methyl 2,3,4-tri-O-benzyl-l-glycero-α-d-manno-heptopyranoside (3) ..............80
Acknowledgments .................................................................................................... 81 References ................................................................................................................ 82
Lipopolysaccharide (LPS) is a key component of the outer membrane of Gramnegative bacteria.1 This complex molecule plays key roles in the mortality of many infectious diseases as well as in the virulence of numerous human pathogens.2 LPS consists of three main substructures: lipid A, the oligosaccharide core, and the O-antigen. The oligosaccharide core unit can itself be divided into two parts: the inner core which is formed by at least one molecule of 3-deoxy-α-d-mannooct-2-ulopyranosonic acid (Kdo) and two molecules of l-glycero-α-d-mannoheptopyranose (l-heptose), and the outer core which is composed of hexoses.3,4 The synthesis of heptosides has thus attracted much attention for the synthetic construction of bacterial oligosaccharides,5-8 for the preparation of immunogenic glycoconjugates9,10 and for the development of novel antibacterial agents.11-14
