Paper Report for: Shimotori_2015_J.Oleo.Sci_64_561
Reference
Title: Combination of Novozym 435-catalyzed enantioselective hydrolysis and amidation for the preparation of optically active delta-hexadecalactone Shimotori Y, Hoshi M, Miyakoshi T Ref: J Oleo Sci, 64:561, 2015 : PubMed
A new enzymatic method for synthesis of enantiomerically enriched delta-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.
Shimotori Y, Hoshi M, Miyakoshi T (2015) Combination of Novozym 435-catalyzed enantioselective hydrolysis and amidation for the preparation of optically active delta-hexadecalactone J Oleo Sci64: 561-75
Shimotori Y, Hoshi M, Miyakoshi T (2015) J Oleo Sci64: 561-75
