1105510-20-0Relevant articles and documents
Synthesis of a tetrahydronaphthyridine spiropyrimidinetrione dna gyrase inhibiting antibacterial agent - Differential substitution at all five carbon atoms of pyridine.
Basarab, Gregory S.,Galullo, Vincent,Degrace, Nancy,Hauck, Sheila,Joubran, Camil,Wesolowski, Steven S.
supporting information, p. 6456 - 6459 (2015/02/19)
The synthesis of (-)-1, a potent antibacterial agent, was achieved stereoselectively in nine steps from readily available starting materials. Directed metalations were developed to assemble a pentasubstituted pyridine with appropriately positioned aldehyde and dimethylmorpholine substituents for a key tertiary amino effect reaction (T-reaction) that led to the spirocylic architecture. Ultimately, (-)-1 was isolated as the thermodynamically most favored stereoisomer.