Four-component one-pot synthesis of a branched manno-pentasaccharide: tert-butyldiphenylsilyl ether as an in situ removable carbohydrate-protecting group |
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Authors: | Swarbhanu SarkarSamrat Dutta Gora DasAsish Kumar Sen |
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Institution: | Chemistry Division, Indian Institute of Chemical Biology, Council of Scientific and Industrial Research, 4, Raja S. C. Mullick Road, Jadavpur, Kolkata 700032, India |
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Abstract: | 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. |
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Keywords: | manno-Pentasaccharide Sequential one-pot glycosylation In situ removal of tert-butyldiphenylsilyl ether |
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