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Synthesis of fluorinated steroids using a novel fluorinating reagent tetrabutylammonium difluorodimethylphenylsilicate (TAMPS)
Pavel Herrmann, Jaroslav Kvíčala, Vladimír Pouzar, Hana Chodounská
Jazyk angličtina Země Česko
NLK
ProQuest Central
od 2005-01-01 do 2011
- MeSH
- financování organizované MeSH
- kvartérní amoniové sloučeniny chemická syntéza MeSH
- magnetická rezonanční spektroskopie metody přístrojové vybavení MeSH
- steroidy fluorované chemická syntéza MeSH
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.
Lit.: 12
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- $a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague
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- $a Lit.: 12
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- $a 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.
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