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.

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Published
2024-11-26
DOI
https://doi.org/10.3390/chemproc2024015004
Primary Topic
Chemical Synthesis and Analysis
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article
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article

Temperature Cycle-Induced Deracemization of Cl-TAK Using Amberlyst A26: A Heterogeneous Catalyst Approach for Efficient and Reusable Racemization

Pascal Cardinaël, Jin Maeda, Gérard Coquerel, Adrian E. Flood
Chemical Synthesis and Analysis
article

Temperature Cycle-Induced Deracemization of Cl-TAK Using Amberlyst A26: A Heterogeneous Catalyst Approach for Efficient and Reusable Racemization

Pascal Cardinaël, Jin Maeda, Gérard Coquerel, Adrian E. Flood
article en

Abstract

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.

Normandie Université (FR), Vidyasirimedhi Institute of Science and Technology (TH), Université de Rouen Normandie (FR)
Openalex Percentile: Top 81%
Chemical Synthesis and Analysis
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