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Synthesis of N,N'-diglycosylated isoindigos.
MedLine Citation:
PMID:  23288204     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The first N,N'-diglycosylated isoindigos were prepared by P(NEt(2))(3)-mediated dimerization of acetyl protected N-glycosyl-5-alkylisatins. Subsequent deacetylation yielded the corresponding deprotected N,N'-diglycosylated isoindigos. Isatine-N-glycosides containing an unsubstituted or alkyl-substituted heterocyclic moiety and β-d-manno- and β-l-rhamno configured carbohydrate substituents were successfully transformed into the corresponding isoindigos. In contrast, isatins with β-d-gluco- or β-d-xylo configured substituents failed to give the desired products.
Authors:
Dennis Kleeblatt; Baraa Siyo; Martin Hein; Viktor O Iaroshenko; Jamshed Iqbal; Alexander Villinger; Peter Langer
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-1-4
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  -     ISSN:  1477-0539     ISO Abbreviation:  Org. Biomol. Chem.     Publication Date:  2013 Jan 
Date Detail:
Created Date:  2013-1-4     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany.
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