Title : Combination of Novozym 435-catalyzed enantioselective hydrolysis and amidation for the preparation of optically active delta-hexadecalactone - Shimotori_2015_J.Oleo.Sci_64_561 |
Author(s) : Shimotori Y , Hoshi M , Miyakoshi T |
Ref : J Oleo Sci , 64 :561 , 2015 |
Abstract :
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. |
PubMedSearch : Shimotori_2015_J.Oleo.Sci_64_561 |
PubMedID: 25948138 |
Gene_locus related to this paper: canar-LipB |
Substrate | delta-hexadecalactone |
Gene_locus | canar-LipB |
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 Sci
64 :561
Shimotori Y, Hoshi M, Miyakoshi T (2015)
J Oleo Sci
64 :561