ENZYMATIC RESOLUTION OF BUTANOIC ESTERS OF 1-PHENYL, 1-PHENYLMETHYL, 1-[2-PHENYLETHYL] AND 1-[2-PHENOXYETHYL] ETHERS OF 3-METHOXY-1,2-PROPANEDIOL

Authors
WAAGEN V HOLLINGSAETER I PARTALI V THORSTAD O ANTHONSEN T
Citation
V. Waagen et al., ENZYMATIC RESOLUTION OF BUTANOIC ESTERS OF 1-PHENYL, 1-PHENYLMETHYL, 1-[2-PHENYLETHYL] AND 1-[2-PHENOXYETHYL] ETHERS OF 3-METHOXY-1,2-PROPANEDIOL, Tetrahedron : asymmetry, 4(10), 1993, pp. 2265-2274
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
4
Issue
10
Year of publication
1993
Pages
2265 - 2274
Database
ISI
SICI code
0957-4166(1993)4:10<2265:EROBEO>2.0.ZU;2-K
Abstract
The enzymatic hydrolysis of butanoic esters of 1-phenyl-, 1-phenylmeth yl-, 1-[2-phenylethyl] and 1-[2-phenoxyethyl] ethers of 3-methoxy-1,2- propanediol has been studied by using lipases. Highest enantioselectiv ity E was obtained with Amano PS lipase for the phenyl ether E almost- equal-to 55, and with lipase B from Candida antarctica for the other d erivatives, E almost-equal-to 20, >100 and >55 respectively. The absol ute configurations of the products were verified from comparison with reference compounds synthesised from (S)-epichlorohydrin or (S)-glycid ol.