4.4 Article

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

Journal

TETRAHEDRON
Volume 67, Issue 22, Pages 4118-4122

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.03.109

Keywords

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

Funding

  1. CSIR, New Delhi

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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. (C) 2011 Elsevier Ltd. All rights reserved.

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