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Synthesis of saccharide precursors for preparation of potential inhibitors of glycosyltranferases
Hirsch, Ján, Koóš, Miroslav and Tvaroška, Igor Synthesis of saccharide precursors for preparation of potential inhibitors of glycosyltranferases Chemical Papers, Vol.63, No. 3, 2009, 329-335
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Document type:
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Článok z časopisu / Journal Article |
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Collection:
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Chemical papers
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| Author(s) |
Hirsch, Ján
Koóš, Miroslav
Tvaroška, Igor
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| Title |
Synthesis of saccharide precursors for preparation of potential inhibitors of glycosyltranferases
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| Journal name |
Chemical Papers
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| Publication date |
2009
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| Year available |
2009
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| Volume number |
63
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| Issue number |
3
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| ISSN |
0366-6352
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| Start page |
329
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| End page |
335
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| Place of publication |
Poland
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| Publisher |
Versita
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| Collection year |
2009
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| Language |
english
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| Subject |
250000 Chemical Sciences
250300 Organic Chemistry
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| Abstract/Summary |
Ethyl 6-O-tert-butyldimethylsilyl-3,4-di-O-acetyl-2-thio-α-D-fructofuranoside (Va), its β-analog (Vb); as well as benzyl 6-O-tert-butyldimethylsilyl-3,4-di-O-acetyl-2-thio-α-D-fructofuranoside (Xa) and its β-analog (Xb), having an unprotected OH group at C-1, were prepared by sequential synthesis starting from commercially available D-fructose. These compounds represent suitable nucleophiles for the preparation of model carbohydrate mimetics of a glycosyltransferase inhibitor type in transition state. The structures of all compounds were confirmed by NMR spectral data and elemental analyses.
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