423157-44-2

Upstream product

• 72374-48-2 6-Hydroxy-6-methyl-3,4,5,6-tetrahydro-2(1H)-pyridone 
• 122-04-3 4-nitro-benzoyl chloride 
• 1121-89-7 piperidine-2,6-dione 
• 4775-98-8 δ-caprolactam 
• 423157-43-1 6-methyl-1-(4-nitrobenzoyl)-2-piperidinone 

Relevant academic research and scientific papers

Diels-Alder reactions of 6-substituted 1-(p-nitrobenzoyl)-5,6-dihydro-2-pyridinones

The first examples of Diels-Alder cycloaddition reactions of 6-substituted 1-(p-nitrobenzoyl)-5,6-dihydro-2-pyridinones are described. This reaction benefits from the fact that the diene adopts an endo orientation trans to the axial substituent at C-6 due to A1,3 allylic type strain with the N-PNB protecting group.

Two intermediates in the synthesis of decahydroisoquinolines with NMDA and AMPA receptor antagonist activity

In 6-methyl-N-(4-nitrobenzoyl)-5,6-dihydropyridin-2(1H)-one, C13H12N2O4, (I), the piperidone ring is in a distorted half-chair conformation. In 8-methoxy-3-methyl-N-(4-nitrobenzoyl)-1,2,3,4,5,6,7,8 -octahydroisoquinoline-1,6-dione, C18H20N2O6, (II), the heterocyclic ring is in a slightly distorted half-boat conformation, while the other six-membered ring is in a distorted chair conformation. Compound (II) presents a strong intramolecular C - H···O hydrogen bond. In both (I) and (II), the molecules interact through C - H···O interactions.