Počet záznamů: 1

Synthesis of (Purin-6-yl)methylphosphonate Bases and Nucleosides

  1. 1.
    0342810 - UOCHB-X 2011 RIV GB eng J - Článek v odborném periodiku
    Hasník, Zbyněk - Pohl, Radek - Hocek, Michal
    Synthesis of (Purin-6-yl)methylphosphonate Bases and Nucleosides.
    Tetrahedron Letters. Roč. 51, č. 18 (2010), s. 2464-2466 ISSN 0040-4039
    Grant CEP: GA MŠk 1M0508
    Výzkumný záměr: CEZ:AV0Z40550506
    Klíčová slova: purines * nucleosides * phosphonates * cross-coupling
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 2.618, rok: 2010

    Three approaches to the synthesis of the title (purin-6-yl)methylphosphonates were investigated and compared. While, the Arbuzov reaction of 6-(iodomethyl)purines with triethyl phosphite did not work, Michaelis–Becker alkylation of the sodium salt of diethyl phosphonate with 6-(mesyloxymethyl)purines gave the desired products in good yields. The best method was based on Rh- or Pd-catalyzed cross-coupling reactions of 6-iodopurines with (diisopropoxyphosphorylmethyl)zinc bromide.
    Trvalý link: http://hdl.handle.net/11104/0185437