234447-83-7

Upstream product

• 61898-56-4 (S)-4-methyltetrahydro-2H-pyran-2-one 
• 2393-23-9 4-methoxy-benzylamine 
• 4166-53-4 3-methylglutaric anhydride 
• 1046471-34-4 (R)-3-methylglutaric acid mono-n-propyl ester 
• 1312472-94-8 (R)-propyl 5-((4-methoxybenzyl)amino)-3-methyl-5-oxopentanoate 
• 1312472-52-8 C₁₄H₁₉NO₄ 

Downstream Products

• 1312472-98-2 (R)-tert-butyl 4-methoxybenzyl(3-methyl-4-methylene-5-oxononyl)carbamate 
• 1312472-97-1 (R)-tert-butyl (4-formyl-3-methylpent-4-en-1-yl)(4-methoxybenzyl)carbamate 
• 1312472-96-0 (R)-tert-butyl 4-methoxybenzyl(3-methyl-5-oxopentyl)carbamate 
• 1312472-95-9 (R)-tert-butyl (5-hydroxy-3-methylpentyl)(4-methoxybenzyl)carbamate 
• 586398-78-9 (1R,5R,6S)-7,7-dichloro-2-(4-methoxybenzyl)-5-methyl-2-azabicyclo[4.1.0]heptan-3-one 
• 586398-86-9 (1S,5R,6R)-7-bromo-7-chloro-2-(4-methoxybenzyl)-5-methyl-2-azabicyclo[4.1.0]heptan-3-one 
• 586398-80-3 (1R,5R,6S)-7-bromo-7-chloro-2-(4-methoxybenzyl)-5-methyl-2-azabicyclo[4.1.0]heptan-3-one 
• 586398-87-0 (1S,5R,6R)-7-bromo-7-fluoro-2-(4-methoxybenzyl)-5-methyl-2-azabicyclo[4.1.0]heptan-3-one 
• 234447-85-9 (4R)-1-(4-methoxybenzyl)-4-methyl-3,4-dihydropyridin-2-one 
• 234447-84-8 (4S)-6-hydroxy-1-(4-methoxybenzyl)-4-methylpiperidin-2-one 

Relevant academic research and scientific papers

Effect of counterion structure on rates and diastereoselectivities in α,β-unsaturated iminium-ion diels-alder reactions

The use of cyclic α,β-unsaturated iminium-ion dienophiles is documented in two highly diastereoselective Diels-Alder (DA) reactions. The dienophilic counterion was found to have a significant effect on reactivity.

Design and synthesis of orally bioavailable inhibitors of inducible nitric oxide synthase. Identification of 2-azabicyclo[4.1.0]heptan-3-imines

Further chemical modification of 2-iminopiperidines fused to cyclopropane rings was performed. Optically active isomers 2 and 13 were synthesized and their biological activity was evaluated. Compound 2 exhibited greater potency and more isoform selectivity than enantiomer 13 in the iNOS inhibition assay. One of the gem-chlorines on the fused cyclopropane moiety of 2 was eliminated to produce 3, which showed reduced potency for iNOS inhibition, as well as 4 with an increased potency. The isoform selectivity of 4 was also much higher than that of 3. This was also true for the corresponding methyl derivatives 6-9. The structure-activity relationship (SAR) study and computer aided docking study of the most optimized structure 4 with human iNOS will also be reported.