Počet záznamů: 1

A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6

  1. 1.
    0342342 - UOCHB-X 2011 RIV US eng J - Článek v odborném periodiku
    Štefko, Martin - Slavětínská, Lenka - Klepetářová, Blanka - Hocek, Michal
    A General and Efficient Synthesis of Pyridin-2-yl C-Ribonucleosides Bearing Diverse Alkyl, Aryl, Amino and Carbamoyl Groups in Position 6.
    Journal of Organic Chemistry. Roč. 75, č. 2 (2010), s. 442-449 ISSN 0022-3263
    Grant CEP: GA MŠk LC512; GA AV ČR IAA400550902
    Výzkumný záměr: CEZ:AV0Z40550506
    Klíčová slova: C-nucleosides * pyridines * cross-coupling * amination
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 4.002, rok: 2010

    An efficient and practical methodology of preparation of 6-substituted pyridin-2-yl C-ribonucleosides was developed. The key intermediate, TBS-protected 6-bromopyridine C-ribonucleoside, was prepared by the addition of 2-lithio-6-bromopyridine to TBS-protected ribonolactone followed by acetylation and reduction with Et3SiH and BF3.Et2O. It was then subjected to cross-coupling reactions, aminations and aminocarbonylations followed by deprotections to give a series title 1beta-(6-alkyl-, 6-aryl-, 6-amino- and 6-carbamoylpyridin-2-yl)-C-ribonucleosides.
    Trvalý link: http://hdl.handle.net/11104/0185098