Synthesis of lactosamine from lactulose: scalable approach for the Heyns rearrangement

[Display omitted] •A scalable approach for the preparation of lactosamine hydrochloride is described.•The new derivative of lactosamine made the procedure applicable beyond laboratory scale.•The procedure was performed on a hundred-kilogram scale under industrial conditions. A scalable approach for...

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Bibliographic Details
Published in:Tetrahedron letters 2016-06, Vol.57 (24), p.2595-2597
Main Authors: Ágoston, Károly, Dékány, Gyula, Bajza, István, Hederos, Markus
Format: Article
Language:English
Subjects:
Heyns rearrangement
Lactosamine
Scale up
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Summary:[Display omitted] •A scalable approach for the preparation of lactosamine hydrochloride is described.•The new derivative of lactosamine made the procedure applicable beyond laboratory scale.•The procedure was performed on a hundred-kilogram scale under industrial conditions. A scalable approach for the preparation of lactosamine hydrochloride from lactulose is described. The reported procedure is based on the preparation of a new dibenzylamino derivative of lactosamine hydrochloride. Lactosamine hydrochloride was prepared in a two-pot reaction sequence from commercially available lactulose.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2016.04.119