19611-52-0

Upstream product

• 88329-71-9 Dimethyl N-methyl-2-phenyl-4,5-dihydropyrrole-3,4-dicarboxylate 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 1775-60-6 N-Methyl benzenecarboximidic acid ethyl ester 
• 59073-76-6 N-Methyl-thiobenzimidic acid methyl ester; hydriodide 
• 624-49-7 dimethylfumarate 
• 5310-14-5 N-methylthiobenzamide 
• 88070-48-8 N-methylbenzamide 
• 64035-64-9 Trimethylsilylmethyl trifluoromethanesulfonate 
• 59073-20-0 N-Methylbenzenecarboximidothioic acid methyl ester 
• 64-18-6 formic acid 
• 74641-60-4 2-methylamino-2-phenylacetic acid 

Downstream Products

• 104156-65-2 1-methyl-2-phenyl-3,4-bis<<(N-2-propylcarbamoyl)oxy>methyl>pyrrole 
• 104156-64-1 (4-Hydroxymethyl-1-methyl-2-phenyl-1H-pyrrol-3-yl)-methanol 

Relevant academic research and scientific papers

Unprecedented 1,4-stannatropy: Effective generation of azomethine ylides as nitrile ylide equivalents from N-(stannylmethyl)thioamides

Generation and cycloaddition of less- or non-stabilized azomethine ylides, or nitrile ylide equivalents, via unprecedented 1,4-stannatropy of N-(tributylstannylmethyl)thioamides were achieved. The reactions with dipolarophiles, such as electron-deficient alkenes and alkynes, afforded corresponding pyrrolidine and pyrrole derivatives effectively. The Royal Society of Chemistry 2006.

Synthesis and Antineoplastic Activity of Bisoxy>methyl>-Substituted 3-Pyrrolines as Prodrugs of Tumor Inhibitory Pyrrole Bis(carbamates)

A series of bispyrrolines 2-4 were synthesized from either the appropriate α-silylated iminium salt, or an aziridine, or a 2H-azirine in a sequence involving 1,3-dipolar cycloaddition reactions.The antineoplastic activities of the pyrrolines were compared to the corresponding pyrroles.The C-2 gem-dimethyl-substituted pyrroline, 4, which cannot be converted to the pyrrole in vivo, was inactive.The activity of the 2-phenyl-substituted pyrrolines 3 was markedly dependent on the nature of the phenyl substituent, although the correspondingphenylpyrroles all showed comparable activity.The differences in the activities of the pyrrolines 3 may be due to the rate of metabolic conversion of the pyrroline to the pyrrole.Electron-withdrawing substituents on the phenyl ring appear to retard this process.

Generation of Azomethine Ylides via the Desilylation Reaction of Immonium Salts

Generation of intermediates having azomethine ylide reactivity was achieved by the reaction of several ethanol or thioimidate derivatives with methyl iodide followed by treatment of the resulting imine with (trimethylsilyl)methyl triflate.Desilylation of

CESIUM FLUORIDE INDUCED DESILYLATION REACTION OF IMMONIUM SALTS DERIVED FROM VINYLOGOUS AMIDES

The cesium fluoride induced desilylation reaction of immonium salts derived from amides, thioamides and vinylogous amides provides access to reactive azomethine ylides in synthetically useful yields.