Deracemization of Chiral Ozanimod Key Intermediate using Homogeneous Ir-based Racemization Catalyst

Deracemization by crystallization of a solid solution salt composed of 4-cyano-1-aminoindane and di-p-toluoyl-L-tartaric acid was achieved using (pentamethylcyclopentadienyl)iridium(III) diiode dimer as racemization catalyst affording up to 60% diastereomeric excess (de). This maximum de could be understood as the composition of the solid phase in the equilibrium with the liquid phase at 0% de.