Synthesis of 2-azido-2-deoxy- and 2-acetamido-2-deoxy-D-manno derivatives as versatile building blocks

Reported herein is the synthesis of a number of building blocks of 2-amino-2-deoxy-d-mannose from common d-glucose precursors. [Display omitted] •Chemical synthesis of a variety of derivatives of mannosamine has been completed using different approaches.•The synthesized compounds can be used as glyc...

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Veröffentlicht in:Carbohydrate research 2020-02, Vol.488, p.107900-107900, Article 107900
Hauptverfasser: Alex, Catherine, Visansirikul, Satsawat, Zhang, Yongzhen, Yasomanee, Jagodige P., Codee, Jeroen, Demchenko, Alexei V.
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Sprache:eng
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Zusammenfassung:Reported herein is the synthesis of a number of building blocks of 2-amino-2-deoxy-d-mannose from common d-glucose precursors. [Display omitted] •Chemical synthesis of a variety of derivatives of mannosamine has been completed using different approaches.•The synthesized compounds can be used as glycosyl donors or glycosyl acceptors directly.•Other modifications of protecting and/or leaving groups can be easily incorporated.•The developed approaches are expected to expedite the synthesis of microbial glycans containing 2-acetamido-d-manno residues.
ISSN:0008-6215
1873-426X
DOI:10.1016/j.carres.2019.107900