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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

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

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

  • 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