Author/Authors :
Wang، نويسنده , , Xiaojun and Zhang، نويسنده , , Li and Xu، نويسنده , , Yibo and Krishnamurthy، نويسنده , , Dhileepkumar and Varsolona، نويسنده , , Richard and Nummy، نويسنده , , Laurence and Shen، نويسنده , , Sherry and Frutos، نويسنده , , Rogelio P. and Byrne، نويسنده , , Denis and Chung، نويسنده , , J.C. and Farina، نويسنده , , Vittorio and Senanayake، نويسنده , , Chris H.، نويسنده ,
Abstract :
An efficient and chromatography-free approach for synthesis of a new class of LFA-1 inhibitors was developed. A copper(I) chloride-promoted intramolecular cyclization of thiohydantoins 7a–b serves as a key step to highly functionalized bicyclic guanidines 5a–b, that were subsequently converted to 1H-imidazo[1,2-a]imidazol-2-one LFA-1 inhibitors. This process has been successfully implemented in the pilot plant to produce multikilogram quantities of LFA-1 inhibitors such as 1a–b.
Keywords :
imidazolidinone , Bicyclic guanidine , LFA-1 inhibitor , Thiohydantoin
