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Synthesis of fluorinated steroids using a novel fluorinating reagent tetrabutylammonium difluorodimethylphenylsilicate (TAMPS)

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F08%3A00020031" target="_blank" >RIV/60461373:22310/08:00020031 - isvavai.cz</a>

  • Alternative codes found

    RIV/61388963:_____/08:00318250

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis of fluorinated steroids using a novel fluorinating reagent tetrabutylammonium difluorodimethylphenylsilicate (TAMPS)

  • Original language description

    Steroidal 3-fluoroderivatives were prepared from corresponding tosylates using tetrabutylammonium difluorodimethylphenylsilicate as fluorinating agent. The reaction was tested on all four possible C-3 and C-5 stereoisomers of cholestane and 17-oxoandrostane skeletons. In this reaction only one isomer was always formed with opposite configuration at C-3 to starting tosylate. The reaction is accompanied by elimination which affords a mixture of corresponding olefines.

  • Czech name

    Syntéza fluorovaných steroidů pomocí nového fluoračního činidla tetrabutylamonium-fenyldifluordimethylsilikátu (TAMPS)

  • Czech description

    Steroidní 3-fluorderiváty byly připraveny z odpovídajících tosylátů pomocí tetrabutylamonium-fenyldifluordimethylsilikátu jako fluoračního činidla. Reakce byla testována na všech čtyřech možných C-3 a C-5 stereoisomerech cholestanového a 17-oxoandrostanového skeletu. V této reakci vždy vznikal pouze jeden izomer s opačnou konfigurací na C-3 uhlíku. Reakce je doprovázena eliminací na směsi olefinů.

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

    Z - Vyzkumny zamer (s odkazem do CEZ)<br>S - Specificky vyzkum na vysokych skolach

Others

  • Publication year

    2008

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Collection of Czechoslovak Chemical Communications

  • ISSN

    0010-0765

  • e-ISSN

  • Volume of the periodical

    73

  • Issue of the periodical within the volume

    12

  • Country of publishing house

    CZ - CZECH REPUBLIC

  • Number of pages

    10

  • Pages from-to

  • UT code for WoS article

    000263121700019

  • EID of the result in the Scopus database