A carbohydrate-derived trifunctional scaffold for DNA-encoded libraries

[Display omitted] For the generation of DNA-encoded libraries, a central scaffold containing three exit vectors with defined chirality was devised starting from commercially available tri-O-acetyl-glucal. This scaffold may be connected to the DNA barcode at any of the three different exit vectors, t...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2017-06, Vol.28 (6), p.837-842
Main Authors: Estévez, Amalia M., Gruber, Felix, Satz, Alexander L., Martin, Rainer E., Wessel, Hans Peter
Format: Article
Language:English
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Summary:[Display omitted] For the generation of DNA-encoded libraries, a central scaffold containing three exit vectors with defined chirality was devised starting from commercially available tri-O-acetyl-glucal. This scaffold may be connected to the DNA barcode at any of the three different exit vectors, thus making it a versatile approach as this readily leads to three different libraries. For one of the three possibilities, the compatibility with the DNA tag was demonstrated. The reactions include amide bond formation, Boc deprotection, urea formation, azide reduction and reductive alkylation.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2017.04.007