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Preparation of an Advanced Intermediate for the Synthesis of Stable Analogues of Guanofosfocin
Authors:Tesmol&#x  G. George,Peter Szolcs  nyi,Stefan&#x  G. Koenig,Duncan&#x  E. Paterson,Yoshiaki Isshiki,Andrea Vasella
Affiliation:Tesmol G. George,Peter Szolcsányi,Stefan G. Koenig,Duncan E. Paterson,Yoshiaki Isshiki,Andrea Vasella
Abstract: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.
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