Temperature Cycle-Induced Deracemization of Cl-TAK Using Amberlyst A26: A Heterogeneous Catalyst Approach for Efficient and Reusable Racemization
This study investigates the feasibility of employing Amberlyst A26 as a racemizing agent for the temperature cycle-induced deracemization (TCID) of the model compound Cl-TAK (1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl) pentan-3-one). We assessed Amberlyst A26 for its potential as a reusable heterogeneous catalyst, compatible with various solvents and easily separable from the solution. Racemization rates at 20 °C and 25 °C confirmed its suitability, with experiments showing that Cl-TAK undergoes racemization only in the presence of the catalyst. TCID experiments with Amberlyst A26 yielded successful deracemization, achieving an 88% enantiomeric excess from an initial 30%. These findings highlight Amberlyst A26’s viability for industrial-scale TCID applications, emphasizing reusability and cost efficiency.
Authors
- Pascal Cardinaël (ORCID: https://orcid.org/0000-0001-8828-4527)
- Jin Maeda (ORCID: https://orcid.org/0009-0003-3295-0625)
- Gérard Coquerel (ORCID: https://orcid.org/0000-0001-8977-8676)
- Adrian E. Flood (ORCID: https://orcid.org/0000-0003-1691-3085)
Institutions
- Normandie Université (FR)
- Vidyasirimedhi Institute of Science and Technology (TH)
- Université de Rouen Normandie (FR)
Publication Details
- Published
- 2024-11-26
- DOI
- https://doi.org/10.3390/chemproc2024015004
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00