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Systematic synthesis and characterization of a series of different bromoalkylglycosides by Fischer glycosylation

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2019

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Carbohydrate research. 2019, 486, 107841. ISSN 0008-6215. eISSN 1873-426X. Available under: doi: 10.1016/j.carres.2019.107841

Zusammenfassung

In order to investigate the possibilities of Fischer glycosylation towards the synthesis of bromoalkylglycosides we performed a variety of different reactions resulting in a small library of 16 different glycosides. Using standardized reaction conditions we could gain a broad range of results from small to higher yields. Finally we randomly selected three reactions and performed them with higher amounts of bromoalcohol resulting in significantly better yields, showing the optimization potential of these basic research work.

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Fachgebiet (DDC)
540 Chemie

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Carbohydrates, Fischer glycosylation, Glycosides, Bromides, Linker

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ISO 690WILLIAMS, Lara, Natalie S. SCHUNCK, Kathrin H. GÖTZ, Markus RINGWALD, Magnus S. SCHMIDT, 2019. Systematic synthesis and characterization of a series of different bromoalkylglycosides by Fischer glycosylation. In: Carbohydrate research. 2019, 486, 107841. ISSN 0008-6215. eISSN 1873-426X. Available under: doi: 10.1016/j.carres.2019.107841
BibTex
@article{Williams2019-12-01Syste-47874,
  year={2019},
  doi={10.1016/j.carres.2019.107841},
  title={Systematic synthesis and characterization of a series of different bromoalkylglycosides by Fischer glycosylation},
  volume={486},
  issn={0008-6215},
  journal={Carbohydrate research},
  author={Williams, Lara and Schunck, Natalie S. and Götz, Kathrin H. and Ringwald, Markus and Schmidt, Magnus S.},
  note={Article Number: 107841}
}
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