1233335-57-3Relevant articles and documents
Efficient total synthesis of ammosamide B
Reddy, P. V. Narasimha,Banerjee, Biplab,Cushman, Mark
supporting information; experimental part, p. 3112 - 3114 (2010/08/20)
A total synthesis of ammosamide B, a metabolite of the marine-derived Streptomyces strain CNR-698, has been executed in nine steps and 6.9% overall yield. The key step involves the condensation of a 4,6-diBoc-protected 1,3,4,6-tetraaminobenzene derivative with dimethyl 2-ketoglutaconate, which effectively constructs the pyrrolidinone ring and the quinoline ring in a single step. This contributes a unique approach to the synthesis of pyrroloquinoline alkaloids that offers the advantages of brevity and relatively high overall yield.