112014-72-9Relevant academic research and scientific papers
Vinyl Azides in Heterocyclic Synthesis. Part 8. Synthesis of the Naturally Occuring Phosphodiesterase Inhibitors PDE-I and PDE-II
Bolton, Richard E.,Moody, Christopher, J.,Rees, Charles W.,Tojo, Gabriel
, p. 931 - 936 (2007/10/02)
The synthesis of the naturally occuring pyrroloindole phosphodiesterase inhibitors PDE-I (1) and PDE-II (2) from isovanillin is described.The route involves the construction of both pyrrole rings by vinylnitrene cyclisations, the key cyclisation substrates being the azidoacrylates (5) and (11), prepared from the aldehydes (4) and (10) respectively.The tricyclic intermediate (12) is converted into both PDE-I and PDE-II by selective reduction, followed by carbamoylation or acetylation respectively, and deprotection.
