2-Acetamino-1,2-dideoxynojirimycin—lysine hybrids as hexosaminidase inhibitors

Cyclisation by double reductive amination of 2-acetamino-2-deoxy- d- xylo-hexos-5-ulose with N-2 protected l-lysine derivatives provided 2-acetamino-1,2-dideoxynojirimycin derivatives without any observable epimer formation at C-5. Modifications on the lysine moiety gave access to lipophilic derivat...

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Veröffentlicht in:Tetrahedron: asymmetry 2009-05, Vol.20 (6), p.832-835
Hauptverfasser: Steiner, Andreas J., Schitter, Georg, Stütz, Arnold E., Wrodnigg, Tanja M., Tarling, Chris A., Withers, Stephen G., Mahuran, Don J., Tropak, Michael B.
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container_end_page 835
container_issue 6
container_start_page 832
container_title Tetrahedron: asymmetry
container_volume 20
creator Steiner, Andreas J.
Schitter, Georg
Stütz, Arnold E.
Wrodnigg, Tanja M.
Tarling, Chris A.
Withers, Stephen G.
Mahuran, Don J.
Tropak, Michael B.
description Cyclisation by double reductive amination of 2-acetamino-2-deoxy- d- xylo-hexos-5-ulose with N-2 protected l-lysine derivatives provided 2-acetamino-1,2-dideoxynojirimycin derivatives without any observable epimer formation at C-5. Modifications on the lysine moiety gave access to lipophilic derivatives that exhibited improved hexosaminidase inhibitory activities.
doi_str_mv 10.1016/j.tetasy.2009.02.015
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title 2-Acetamino-1,2-dideoxynojirimycin—lysine hybrids as hexosaminidase inhibitors
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