Cyclic Guanidines; III. Synthesis of Novel 8,13,15-Triazasteroids and Related Heterocycles

Article abstract of DOI:10.1055/s-1990-26793

The Pictet-Spengler reaction is utilized for the generation of 8,13,15-triazasteroids and related multicyclic compounds.The constitution of 7a is elucidated by NMR- and X-ray analysis.A second route to the triazasteroid ring system by Bischler-Napieralski type cyclization is disclosed.Synthetic alternatives as well as the variability in size and nature of rings A, B, C and D of the steroid-like skeletons are demonstrated.Synthesis covers 14 new tetra- and pentacyclic compounds on the basis of 9 novel ring systems.