Zdun, Beata; Ciesla, Piotr; Kutner, Jan; Borowiecki, Pawel published an article in 2022, the title of the article was Expanding Access to Optically Active Non-Steroidal Anti-Inflammatory Drugs via Lipase-Catalyzed KR of Racemic Acids Using Trialkyl Orthoesters as Irreversible Alkoxy Group Donors.HPLC of Formula: 707-07-3 And the article contains the following content:
Studies into the enzymic kinetic resolution (EKR) of 2-arylpropanoic acids (′profens′), as the active pharmaceutical ingredients (APIs) of blockbuster non-steroidal anti-inflammatory drugs (NSAIDs), by using various trialkyl orthoesters as irreversible alkoxy group donors in organic media, were performed. The enzymic reactions of target substrates were optimized using several different immobilized preparations of lipase type B from the yeast Candida antarctica (CAL-B). The influence of crucial parameters, including the type of enzyme and alkoxy agent, as well as the nature of the organic co-solvent and time of the process on the conversion and enantioselectivity of the enzymic kinetic resolution, is described. The optimal EKR procedure for the racemic profens consisted of a Novozym 435-STREM lipase preparation suspended in a mixture of 3 equiv of tri-Me or tri-Et orthoacetate as alkoxy donor and toluene or n-hexane as co-solvent, depending on the employed racemic NSAIDs. The reported biocatalytic system provided optically active products with moderate-to-good enantioselectivity upon esterification lasting for 7-48 h, with most promising results in terms of enantiomeric purity of the pharmacol. active enantiomers of title APIs obtained on the anal. scale for: (S)-flurbiprofen (97% ee), (S)-ibuprofen (91% ee), (S)-ketoprofen (69% ee), and (S)-naproxen (63% ee), resp. In turn, the employment of optimal conditions on a preparative-scale enabled us to obtain the (S)-enantiomers of: flurbiprofen in 28% yield and 97% ee, ibuprofen in 45% yield and 56% ee, (S)-ketoprofen in 23% yield and 69% ee, and naproxen in 42% yield and 57% ee, resp. The devised method turned out to be inefficient toward racemic etodolac regardless of the lipase and alkoxy group donor used, proving that it is unsuitable for carboxylic acids possessing tertiary chiral centers. The experimental process involved the reaction of (Trimethoxymethyl)benzene(cas: 707-07-3).HPLC of Formula: 707-07-3
The Article related to arylpropanoic acid enzymic kinetic resolution lipase catalyzed nsaid, Placeholder for records without volume info and other aspects.HPLC of Formula: 707-07-3
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