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New route to quaternary benzodiazepines

A novel route to enantiomerically enriched quaternary benzodiazepines has been found. Benzodiazepines have been fertile sources of drug candidates since the first such library was synthesized in 1992. But nonracemic benzodiazepines containing a quaternary stereogenic center have been largely inaccessible. That is because most benzodiazepine syntheses have used proteinogenic amino acids as starting materials, a route that precludes quaternary chirality. Now, AUTHOR, have devised an efficient asymmetric route to such compounds, based on a novel memory-of-chirality strategy. "Memory-of-chirality methods preserve the memory of a stereogenic center that is destroyed upon forming the reactive intermediate and regenerate a functionalized stereogenic center in the product," AUTHOR explains.



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