Abstract
A new strategy towards the synthesis of the title tetrasaccharide
is described. The novelty within the common (2+2) assembly
lies in the use of a disaccharide glycosyl donor having the fully assembled
anthrose as one of the constituent sugar residues. Also, the final
deprotection and transformation of the spacer arm into an amine,
to form a structure amenable to conjugation by different conjugation
techniques, is a one-pot conversion. Compared to other synthetic
approaches, the present synthesis involves fewer chemical manipulations
with the assembled tetrasaccharide as well as fewer overall numbers
of synthetic steps towards this important antigenic component of
a potential conjugate vaccine for anthrax.
Key words
carbohydrates - oligosaccharides - glycosylations - conjugation - amines
