Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
6531403 | Journal of Molecular Catalysis B: Enzymatic | 2011 | 6 Pages |
Abstract
ⶠThe optically active amino-alcohol congener possessing hydroxyl and N,N-disubstituted amino groups with vicinal relationship are important building blocks for the synthesis of biologically and pharmacologically active compounds ⶠLipase-assisted acylation of (±) methyl 4-(N-benzyl-N-methylamino)-5-hydroxy-2(E)-hexenoate using CAL-B with vinyl hexanoate as an acyl donor was carried out to give (4S,5R)-4-(N-benzyl-N-methylamino)-5-hexanoyloxy-2(E)-hexenoate (44%, 99.2% ee) and (4R,5S)-alcohol (46%, 98.2% ee) corresponding to starting material. ⶠThe E-value of the present lipase-assisted resolution was estimated to be more than 1000. ⶠThus obtained methyl (4S,5R)-4-(N-benzyl-N-methylamino)-5-hydroxy-2(E) hexenoate was successfully converted into methyl β-d-vicenisaminide.
Related Topics
Physical Sciences and Engineering
Chemical Engineering
Catalysis
Authors
Mikio Fujii, Machiko Ono, Miyuki Sato, Hiroyuki Akita,