Synthesis of C-nucleosidic ATP mimics as potential FGFR3 inhibitors

Receptor tyrosine kinases (RTKs) play an important role in signal transduction pathways, and in particular, FGFR3 is one of the four RTKs related to the fibroblast growth factor family. This paper describes the synthesis of C-nucleosidic ATP mimics, as potential FGFR3 inhibitors, by nucleophilic epoxide ring-opening followed by in situ O-heterocyclization of 1,2:5,6-dianhydro-3,4-di-O-benzyl-(D)-mannitol or (L)-iditol. Cesium carbonate [Cs2CO3] was found to be the best catalyst for the reaction of purine derivatives with these bis-epoxides. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)