74280-58-3

Upstream product

• 56099-75-3 (S)-5-benzyl-3-methylimidazolidine-2,4-dione 
• 109754-09-8 5-benzylidene-3-methyl-imidazolidine-2,4-dione 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

Synthesis of Chiral Hydantoins and Thiazolidinediones via Iridium-Catalyzed Asymmetric Hydrogenation

Herein, we report an iridium-catalyzed asymmetric hydrogenation of hydantoin and thiazolidinedione derived exocyclic alkenes using our developed BiphPHOX as a ligand. The transformation shows good functional group tolerance, and gives the hydrogenated pro

Chemical Racemization of 5-Benzylhydantoin

The chemical racemization of L-5-benzylhydantoin (L-5BH) at 37 deg C has been investigated in H2O from pH 6 to 14.The pH-rate profile demonstrates hydroxide catalysis on both the free base and free acid form (or the kinetically equivalent water catalysis on the free base form) of L-5BH.In addition the reaction is subject to buffer catalysis by phosphate, Tris, and carbonate.Evidence is presented for a mechanism involving general base catalysis based upon comparison of the second-order buffer-catalyzed rate constants for L-5BH with those obtained for L-5-benzyl-3-methylhydantoin (L-5B-3MH).A Broensted plot yields a βgb = 0.59 for L-5BH and βgb = 0.51 for L-5B-3MH, implying that the proton at carbon 5 is approximately halfway between the hydantoin and the buffer species in the transition state of the racemization reaction.