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A General Regioselective Approach to 2,4-Disubstituted Pyrimidin-5-yl C-2-Deoxyribonucleosides

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F12%3A10124044" target="_blank" >RIV/00216208:11310/12:10124044 - isvavai.cz</a>

  • Alternative codes found

    RIV/61388963:_____/12:00377772

  • Result on the web

    <a href="http://dx.doi.org/10.1055/s-0031-1289694" target="_blank" >http://dx.doi.org/10.1055/s-0031-1289694</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1055/s-0031-1289694" target="_blank" >10.1055/s-0031-1289694</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    A General Regioselective Approach to 2,4-Disubstituted Pyrimidin-5-yl C-2-Deoxyribonucleosides

  • Original language description

    A new modular synthesis of diverse 2,4-disubstituted pyrimidin-5-yl C-2'-deoxyribonucleosides by sequential regioselective reactions of 2,6-dichloropyrimidin-5-yl C-nucleoside was developed. The intermediate was prepared by the Heck coupling of 2,6-dichloro-5-iodopyrimidine with glycal followed by desilylation and reduction. Its mild nucleophilic substitutions or cross-coupling reactions proceeded regioselectively at position 4, while at elevated temperatures or with excess reagent, a double substitution occurred. The 2-chloro-4-substituted intermediates underwent another substitution or coupling to afford a two-dimensional library of diverse 2,4-disubstituted pyrimidin-5-yl C-2-deoxyribonucleotides.

  • 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

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2012

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Synthesis-Stuttgart

  • ISSN

    0039-7881

  • e-ISSN

  • Volume of the periodical

    44

  • Issue of the periodical within the volume

    6

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    13

  • Pages from-to

    953-965

  • UT code for WoS article

    000301344200017

  • EID of the result in the Scopus database