Overcoming a solid solution system on chiral resolution: combining crystallization and enantioselective dissolution?

Chemical Communications Pub Date: 2023-04-17 DOI: 10.1039/D3CC01352A

Abstract

Chiral resolution of rac-4-cyano-1-aminoindane, a key intermediate of ozanimod, was successfully achieved through a combination of crystallization and enantioselective dissolution with up to 96% ee. The disastereomeric salt with di-p-toluoyl-L-tartaric acid was characterized by the construction of a binary phase diagram and ternary isotherm. Enantioselective dissolution was then employed to further enrich the enantiomer.

Graphical abstract: Overcoming a solid solution system on chiral resolution: combining crystallization and enantioselective dissolution
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