Synthesis of C-nucleosidic ATP mimics as potential FGFR3 inhibitors

被引:13
作者
Busca, Patricia
McCort, Isabelle
Prange, Thierry
Le Merrer, Yves
机构
[1] Univ Paris 05, UMR 8601, CNRS, Lab Chim & Biochim Pharmacol & Toxicol, F-75270 Paris 06, France
[2] Univ Paris 05, UMR 8015, CNRS, Lab Cristallog & RMN Biol, F-75270 Paris 06, France
关键词
nucleosides; tyrosine-kinase inhibitors; heterocycles; D-mannitol;
D O I
10.1002/ejoc.200500999
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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)
引用
收藏
页码:2403 / 2409
页数:7
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