267885-97-2Relevant academic research and scientific papers
Chiral aryl sulfonyl hydantoins as hypoglycemic agents
Ahmad, Roshan,Jabeen, Rukhsana,Zia-Ul-Haq, Mohammad,Nadeem, Humaira,Duddeck, Helmut,Verspohl, Eugen J.
, p. 203 - 207 (2007/10/03)
Some novel chiral sulfonyl hydantoin derivatives 2a-e and 3a-e have been prepared. p-Toluenesulfonyl chloride on treatment with L-amino acids in presence of K2CO3/H2O yielded N-(p-toluensulfonyl-)amino acids 1a-e which were cyclized in presence of NH4SCN / Ac2O to afford 1-(p-toluenesulfonyl)-5-substituted-2-thiohydantoins 2a-e. These compounds were oxidized with HNO3 to yield 1-(p-toluenesulfonyl)-5-substituted hydantoins 3a-e. The enantiomeric ratios of 3a-e were determined by 1H NMR spectroscopy using Eu(hfc)3. The antidiabetic activity of 3a-d has been determined.
