2024-03-29T06:29:12Z
https://kitami-it.repo.nii.ac.jp/oai
oai:kitami-it.repo.nii.ac.jp:00007977
2022-12-13T02:21:27Z
1:87
Combination of Novozym 435-catalyzed enantioselective hydrolysis and amidation for the preparation of optically active δ-hexadecalactone
Shimotori, Yasutaka
Hoshi, Masayuki
Miyakoshi, Tetsuo
open access
c 2015 by Japan Oil Chemists' Society
δ-hexadecalactone
lipase-catalyzed resolution
hydrolysis, amidation
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.
Japan Oil Chemists' Society (公益社団法人日本油化学会)
2015
eng
journal article
VoR
https://kitami-it.repo.nii.ac.jp/records/7977
http://doi.org/10.5650/jos.ess14232
Journal of Oleo Science 64(5), 561-575
64
5
561
575
https://kitami-it.repo.nii.ac.jp/record/7977/files/2015_Combination of Novozym 435-catalyzed enantioselective hydrolysis and amidation for the preparation of optically active δ-hexadecalactone.pdf
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2016-11-22