411225-27-9Relevant academic research and scientific papers
Synthesis of a novel N-1 carbocyclic, N-9 butyl analogue of cyclic ADP ribose (cADPR)
Galeone, Aldo,Mayol, Luciano,Oliviero, Giorgia,Piccialli, Gennaro,Varra, Michela
, p. 363 - 368 (2007/10/03)
A new analogue 1 of cADPR was prepared through a synthetic pathway starting from 6-chloropurine 2 which underwent two sequential alkaylations at N-9 and N-1, with formation of the intermediate 8. The successive bis-phosphorylation of hydroxyalkyl functions, followed by deprotection and reprotection steps, afforded the derivative 13, the substrate for the cyclization reaction. This was carried out according the Matsuda procedure and led to the intramolecular pyrophosphate bond formation, thus affording 14. The final deprotection of 14, in alkaline conditions, gave the target compound 1 in good yield.
