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Synthesis of a novel α-glucoside of the powerful glucosidase inhibitor 2,5-dideoxy-2,5-imino-d-mannitol via enzymatic glucosylation of 5-azido-5-deoxy-d-fructopyranose

✍ Scribed by Karl Dax; Michael Ebner; Roland Peinsipp; Arnold E. Stütz


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
127 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis


Regio-and stereoselective enzymatic glucosylation of 5-azido-5-deoxy-D-fructopyranose with the aid of commerically available 0t-glucosidase from yeast allows easy access to the corresponding 4-O-~t-D-glucopyranosyl derivative of this non-natural ketose. This disaccharide gives, in one step, access to 2,5-dideoxy-3-O-~-Dglucopyranosyl-2,5-imino-D-mannitol.


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