Four-component one-pot synthesis of a branched manno-pentasaccharide: tert-butyldiphenylsilyl ether as an in situ removable carbohydrate-protecting group
A branched mannose-pentasaccharide was synthesized in a convergent one-pot sequence
involving chemo-and regioselective glycosylations of suitable acceptors and in situ removal
of tert-butyldiphenylsilyl group. The process demonstrated that a combination of TMSOTf
and TfOH can be used as an effective reagent for the fast and selective in situ de-protection
of tert-butyldiphenylsilyl group, and also serve as part of the promoter system for the
subsequent glycosylation reaction.
involving chemo-and regioselective glycosylations of suitable acceptors and in situ removal
of tert-butyldiphenylsilyl group. The process demonstrated that a combination of TMSOTf
and TfOH can be used as an effective reagent for the fast and selective in situ de-protection
of tert-butyldiphenylsilyl group, and also serve as part of the promoter system for the
subsequent glycosylation reaction.