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Org Lett. 2013 Jul 19;15(14):3766-9. doi: 10.1021/ol401710a. Epub 2013 Jul 5.

Novel efficient routes to indoxyl glycosides for monitoring glycosidase activities.

Author information

1
University of Hamburg , Faculty of Science, Department of Chemistry, Martin-Luther-King-Platz 6, 20146 Hamburg, Germany.

Abstract

A new efficient synthesis for broad access to indoxyl glycosides was developed. Indoxylic acid allyl ester linked to a sugar structure served as the key intermediate in this route. Selective ester cleavage and mild decarboxylation led to the corresponding indoxyl glycosides in good yields. This synthesis was applied for preparation of indoxyl glycosides of fucose, sialic acid, and 6'-sialyl lactose.

PMID:
23829284
DOI:
10.1021/ol401710a
[Indexed for MEDLINE]

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