Kilogram synthesis of a LFA-1/ICAM inhibitor

ORGN 934

Albert J. DelMonte, albert.delmonte@bms.com, Process Research and Development, Bristol-Myers Squibb, PO BOX 191, New Brunswick, NJ 08903
The development and the kilogram-scale synthesis of a spirocyclic hydantoin Drug Candidate (1) will be presented. The key transformation in the synthesis is a [3+2] cycloaddition to install the spirocyclic center. Compound 1 was efficiently prepared in only 4 steps in an overall yield of 22%.