AI Article Synopsis
- A new method for creating enantiomerically enriched δ-hexadecalactone (3) is proposed, using the enzymatic kinetic resolution of N-methyl-5-acetoxyhexadecanamide (1).
- The method involves lipase-catalyzed hydrolysis and amidation to enhance the enantioselectivity of the process.
- The research found that adding cyclohexylamine during the lipase-catalyzed hydrolysis yielded both enantiomers of compound 3 with over 90% enantiomeric excess.
Article Abstract
A new enzymatic method for synthesis of enantiomerically enriched δ-hexadecalactone (3) based on the enzymatic kinetic resolution of N-methyl-5-acetoxyhexadecanamide (1) is described. A combination of lipase-catalyzed hydrolysis and amidation improved enantioselectivity. Lipase-catalyzed amidation was also investigated. Detailed screening of solvents and additive amines was performed. The addition of cyclohexylamine to lipase-catalyzed hydrolysis afforded the best results to give both enantiomers of 3 with more than 90% enantiomeric excess.
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| http://dx.doi.org/10.5650/jos.ess14232 | DOI Listing |
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