Four-component one-pot synthesis of a branched manno-pentasaccharide: tert-butyldiphenylsilyl ether as an in situ removable carbohydrate-protecting group

作者：Sarkar Swarbhanu; Dutta Samrat; Das Gora; Sen Asish Kumar^*

来源：Tetrahedron, 2011, 67(22): 4118-4122.

DOI：10.1016/j.tet.2011.03.109

• manno-Pentasaccharide
• Sequential one-pot glycosylation
• In situ removal of tert-butyldiphenylsilyl ether

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.

• 出版日期2011-6-3