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Synthesis of a Precursor of a Lipid A Mimic
Baráth, M., Petrušová, M., Bystrický, S., Křen, V. and Petruš, L. Synthesis of a Precursor of a Lipid A Mimic Chemical Papers, Vol.57, No. 2, 2003, 125-130
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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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| Attached Files |
| Name |
Description |
MIMEType |
Size |
Downloads |
n572a125.pdf
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572a125.pdf |
application/pdf |
164.33KB |
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| Author(s) |
Baráth, M.
Petrušová, M.
Bystrický, S.
Křen, V.
Petruš, L.
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| Title |
Synthesis of a Precursor of a Lipid A Mimic
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| Journal name |
Chemical Papers
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| Publication date |
2003
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| Year available |
2003
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| Volume number |
57
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| Issue number |
2
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| ISSN |
0366-6352
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| Start page |
125
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| End page |
130
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| Place of publication |
Poland
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| Publisher |
Versita
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| Collection year |
2003
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| Language |
english
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| Subject |
250000 Chemical Sciences
250300 Organic Chemistry
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| Abstract/Summary |
The lipid A mimic precursor, methyl 6-O-(4,6-di-O-acetyl-2,3-di-O-tetradecyl-β-D-glucopyranosyl)- 4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-α-D-glucopyranoside having the original O- and N-acyl substitution at the atoms C-2, C-3, C-2, and C-3 of the carbohydrate skeleton mimicked by ether linkages was synthesized by coupling the respective monosaccharide glycosyl bromide and 6-hydroxy nucleophile in heptane—chloroform solution promoted with silver oxide. For the 2,3-di-O-alkylation of both monosaccharide precursors the efficiency of potassium tert-butoxide/tert-butanol/tetradecyl bromide for the etherification was evaluated.
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