Synthesis of 2,6-disubstituted pyridin-3-yl C-2 '-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F13%3A10159259" target="_blank" >RIV/00216208:11310/13:10159259 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/13:00396348
Result on the web
<a href="http://dx.doi.org/10.1039/c3ob40774h" target="_blank" >http://dx.doi.org/10.1039/c3ob40774h</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c3ob40774h" target="_blank" >10.1039/c3ob40774h</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of 2,6-disubstituted pyridin-3-yl C-2 '-deoxyribonucleosides through chemoselective transformations of bromo-chloropyridine C-nucleosides
Original language description
2-Bromo-6-chloro- and 6-bromo-2-chloropyridin-3-yl deoxyribonucleosides were prepared by the Heck coupling of bromo-chloro-iodopyridines with TBS-protected deoxyribose glycal. Some of their Pd-catalyzed cross-coupling reactions proceeded chemoselectivelyat the position of the bromine, whereas nucleophilic substitutions were unselective and gave mixtures of products. The mono-substituted intermediates were used for another coupling or nucleophilic substitution giving rise to a small library of title 2,6-disubstituted pyridine C-deoxyribonucleosides. The title nucleosides did not exert antiviral or cytostatic effects.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
<a href="/en/project/GAP207%2F11%2F0344" target="_blank" >GAP207/11/0344: Combinatorial and rational approaches for the synthesis and evaluation of novel modified nucleosides with cytostatic and antimicrobial activity</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Organic and Biomolecular Chemistry
ISSN
1477-0520
e-ISSN
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Volume of the periodical
11
Issue of the periodical within the volume
28
Country of publishing house
US - UNITED STATES
Number of pages
17
Pages from-to
4702-4718
UT code for WoS article
000322059100017
EID of the result in the Scopus database
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