Preparation of an Advanced Intermediate for the Synthesis of Stable Analogues of Guanofosfocin

Autor: George, Tesmol G., Szolcsányi, Peter, Koenig, Stefan G., Paterson, Duncan E., Isshiki, Yoshiaki, Vasella, Andrea
Zdroj: Helvetica Chimica Acta; May 2004, Vol. 87 Issue: 5 p1287-1298, 12p
Abstrakt: The synthesis of C-mannosyl-guanosine 23, an advanced intermediate for the preparation of stable analogues of guanofosfocin, is described. This convergent approach features an improved Traube-type synthesis of a 8-substituted guanine, followed by ribosylation. NMR Studies show that the C-mannopyranosyl moiety of 23 adopts a distorted 1C4 conformation while the nucleoside is predominantly syn-oriented.
Databáze: Supplemental Index