Issue 41, 2023

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

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

Supplementary files

Article information

Article type
Communication
Submitted
20 Mar 2023
Accepted
17 Apr 2023
First published
17 Apr 2023
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2023,59, 6175-6178

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

R. Oketani, K. Shiohara and I. Hisaki, Chem. Commun., 2023, 59, 6175 DOI: 10.1039/D3CC01352A

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