Synthesis of Substituted Benzyl Homo-C-Ribonucleosides and -Nucleotides as Carba-Analogues of Phosphoribosylanthranilate

0382182 - ÚOCHB 2013 RIV DE eng J - Článek v odborném periodiku
Kubelka, Tomáš - Slavětínská, Lenka - Hocek, Michal
Synthesis of Substituted Benzyl Homo-C-Ribonucleosides and -Nucleotides as Carba-Analogues of Phosphoribosylanthranilate.
European Journal of Organic Chemistry. -, č. 26 (2012), s. 4969-4981. ISSN 1434-193X. E-ISSN 1099-0690
Grant CEP: GA ČR GAP207/11/0344; GA AV ČR IAA400550902
Institucionální podpora: RVO:61388963
Klíčová slova: C-nucleosides * homonucleosides * cross-coupling * nucleotides
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 3.344, rok: 2012

Title new 2-substituted benzyl-C-ribonucleosides and -nucleotides were designed as carba-analogues of phosphoribosylanthranilate, a key intermediate in tryptophan biosynthesis. The synthesis was based on preparation of TBS-protected 2-bromobenzyl-C-ribonucleoside by addition of 2-bromobenzylmagnesium bromide to ribonolactone followed by reduction and its follow-up functional group transformations. Some of the title nucleosides were converted to 5'-O-phosphates.
Trvalý link: http://hdl.handle.net/11104/0212478