ISSN:
0075-4617
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Synthesis of Oligosaccharide-L-Asparagine Compounds, VII. - Derivatives of 2-Acetamido-3-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-N-( 1 -benzyloxy-L-aspartoyl)-2-deoxy-β-D-glucopyranosylamine 1)The Koenigs-Knorr condensation of 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-D-αglucopyranosyl bromide (1) with 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl azide (2)does not yield the expected (1→3) disaccharide. Therefore, other possible routes for the synthesis of this substance have been investigated. New intermediates thereby obtained in crystalline form allowed the preparation of the β-(1→3) amino sugar-disaccharide-asparagine 24.
Notes:
Die Koenigs-Knorr-Kondensation von 2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-glucopyranosylbromid (1) mit 2-Acetamido-4,6-0-benzyliden-2-desoxyβ-D-glucopyranosylazid (2) führt nicht zum erwarteten (1→3)-verknüpften Aminozuckerdisaccharid. Deshalb sind weitere Möglichkeiten zur Synthese dieser Substanz untersucht worden. Dabei erhaltene neue, kristalline Zwischenprodukte haben schließlich die Herstellung des β-(l→3)-verknüpften Aminozuckerdisaccharid-asparagins 24 erlaubt.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.197619760713
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