169139-95-1Relevant articles and documents
Approaches to carbocyclic analogues of the potent neuraminidase inhibitor 4-guanidino-Neu5Ac2en. X-Ray molecular structure of N-acetamide
Chandler, Malcolm,Conroy, Richard,Cooper, Anthony W. J.,Lamont, R. Brian,Scicinski, Jan J.,et al.
, p. 1189 - 1198 (2007/10/02)
Various approaches using Diels-Alder chemistry have been established for the synthesis of truncated carbocyclic analogues 4 and 6 of 4-guanidino-Neu5Ac2en.In the case of compound 4, elaboration of an initial adduct from Danishefsky's diene and the dienophile 7 allowed access to the key enone 26.Methylenation of the carbonyl group and azide-induced opening of an intermediate oxazoline established the required framework regio- and stereo-specifically.Compounds 4 and 6 were found to retain intetresting levels of antiviral activity comparable to those shown by their oxygen-containing counterparts.