299957-22-5

Upstream product

• 299957-24-7 3-[1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-5-[1-phenyl-meth-(Z)-ylidene]-pyrrolidine-2,4-dione 
• 299957-28-1 2-(4-Chloro-phenyl)-6-[1-phenyl-meth-(Z)-ylidene]-1-oxa-5-aza-spiro[2.4]heptane-4,7-dione 
• 308815-44-3 (Z)-6-benzylidene-3-(4-chlorobenzyloxy)-4-(4-chlorophenyl)-1,2,5,6-tetrahydropyridine-2,5-dione 
• 308815-45-4 (Z)-6-benzylidene-3-(4-chlorobenzyloxy)-4-(4-chlorophenyl)-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione 
• 147777-32-0 (Z)-5-benzylidenepyrrolidine-2,4-dione 
• 104-88-1 4-chlorobenzaldehyde 

Relevant academic research and scientific papers

Grevellin Analogs with Affinity to the N-Methyl-D-aspartate (Glycine Site) Receptor, a Novel Lead Structure

A series of piperidine-2,3,5-triones (azagrevellins) has been prepared. A new synthesis has been introduced using the rearrangement of spiroepoxides in the presence of triethyloxonium tetrafluoroborate. The binding affinity toward the N-methyl-D-aspartate (glycine site) receptor has been measured to provide a basis for more detailed structure-activity studies. Azagrevellin 18d showed the highest binding potency.

Ring enlargement reactions of tetramic acid derivatives

The 4-hydroxypyridones 7 and 3-hydroxypyridones 8/9 (azagrevellins) were prepared by reaction of the pyrrolidinetrione 4 and diazoalkanes. The ring enlargement proceeded by anionotropic [1,2]-rearrangement introducing carbon between C-3 and C-4 or, to a l