Iterative one-pot oligosaccharide synthesis

   
   

A process for synthesizing an oligosaccharide includes (a) activating a protected glycosyl donor with a promoter in the absence of a glycosyl acceptor to produce a reactive intermediate, the glycosyl donor having an activatable aglycon at the anomeric carbon; (b) adding a protected glycosyl donor/acceptor to the reactive intermediate to produce a new glycosyl donor, the glycosyl donor/acceptor having both an activatable aglycon at the anomeric carbon and a free hydroxyl group; (c) repeating steps (a) and (b) to add any additional protected glycosyl donor/acceptors; and (d) adding a protected glycosyl acceptor to produce the oligosaccharide, the glycosyl acceptor having a free hydroxyl group and a non-activatable aglycon at the anomeric carbon.

 
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