Enzymatic resolution of 2-phenoxy-1-propanols through the enantioselective acylation mediated by Achromobacter sp. lipase |
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| Authors: | Toshifumi Miyazawa Tomoyuki Yukawa Takashi Koshiba Shinichi Ueji Ryoji Yanagihara Takashi Yamada |
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| Institution: | (1) Department of Chemistry, Faculty of Science and Engineering, Konan University, Higashinada-ku, Kobe, 658-8501, Japan;(2) Division of Natural Environment and Bioorganic Chemistry, Faculty of Human Development and Sciences, Kobe University, Nada-ku, Kobe, Japan |
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| Abstract: | 2-(Substituted phenoxy)-1-propanols, e.g. 2-(4-chlorophenoxy)-1-propanol, belonging to primary alcohols with an oxygen atom at the stereocenter, were resolved with moderate to good enantioselectivity, as judged by the value of enantiomeric ratio E (up to 27), through the enantioselective acylation with vinyl butanoate mediated by the little-known lipase from Achromobacter sp. in diisopropyl ether, after the examination of potential factors affecting the reaction such as organic solvents and acyl donors. |
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| Keywords: | Achromobacter sp lipase acyl donor enantioselective acylation enzymatic resolution 2-phenoxy-1-propanols |
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