1173278-48-2

Upstream product

• 833436-61-6 1-(2-nitrophenylsulfonyl)-1H-indole-3-carbaldehyde 
• 89775-75-7 3-methyl-2-oxopiperidine-3-carboxylic acid 
• 119072-55-8 tert-butylisonitrile 
• 13822-06-5 3,3-dimethylallylamine 
• 1173278-47-1 C₃₂H₃₉N₅O₇S 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 

Relevant academic research and scientific papers

Parallel and four-step synthesis of natural-product-inspired scaffolds through modular assembly and divergent cyclization

By emulating the universal biosynthetic strategy, which employs modular assembly and divergent cyclizations, we have developed a four-step synthetic process to yield a collection of natural-product-inspired scaffolds. Modular assembly of building blocks onto a piperidine-based manifold 6, having a carboxylic acid group, was achieved through Ugi condensation, N-acetoacetylation and diazotransfer, leading to cyclization precursors. The rhodium-catalyzed tandem cyclization and divergent cycloaddition gave rise to tetracyclic and hexacyclic scaffolds by the appropriate choice of dipolarophiles installed at modules 3 and 4. A different piperidine-based manifold 15 bearing an amino group was successfully applied to demonstrate the flexibility and scope of the unified four-step process for the generation of structural diversity in the fused scaffolds. Evaluation of in vitro antitrypanosomal activities of the collections and preliminary structure - activity relationship (SAR) studies were also undertaken.