A novel approach to the synthesis of acetylsalicylic acid via H/D substitution
DOI:
https://doi.org/10.60988/p.v37i2S.152Keywords:
aspirin; deuteration; H/D exchange; platinum catalyst; hydrothermal autoclaveAbstract
This study introduces a unique technique for synthesizing acetylsalicylic acid (aspirin) with a hydrogen-deuterium (H/D) exchange, by using a hydrothermal autoclave device, for the first time. Aspirin was subjected to deuterium substitution by dissolving it in deuterium oxide and allowing it to react with K2PtCl4 in a hydrothermal autoclave. The reaction conditions (temperature, stress, and time) were optimized in order to facilitate the H/D exchange. The characterization of the synthesized deuterium-substituted aspirin was performed through the employment of 1H-nuclear magnetic resonance (NMR) spectroscopy and 13C-NMR spectroscopy, confirming a hit substitution at particular hydrogen sites. The findings were validated after full-size adjustments in NMR spectra, indicating a powerful incorporation of deuterium, which enhances aspirin’s pharmacokinetic properties and decreases its metabolic liabilities. This study highlights the ability of H/D change to improve drug efficacy.
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