Im, DS Cheong, CS Lee, SH Park, H Youn, BH 2024-01-21T15:03:39Z 2024-01-21T15:03:39Z 2021-09-05 1999-09 0957-4166 https://pubs.kist.re.kr/handle/201004/141904 Resolutions of (RS)-4-cyano-4-(3,4-dimethoxyphenyl)-4-isopropyl-1-butanol 1 using various enzymes were performed. Among them, Pseudomonas fluorescens resolved it with moderate stereoselectivity (E=13) and reacted faster with the (S)-enantiomer. To optimize enzyme-catalysed reaction conditions for the resolution, the effect of solvents and additives was studied. In n-hexane:ethyl acetate (9:1), both reaction rate and selectivity were high. When pyridine, potassium carbonate and molecular sieves were used as additives, the enantiomeric excess of the (R)-enantiomer was 99, 99 and 98% at 52-60% conversion, respectively. However, in diisopropyl ether, the enantiomeric excess of unreacted alcohol (R)-1 was up to 99% at 70% conversion without additives. (C) 1999 Elsevier Science Ltd. All rights reserved. English PERGAMON-ELSEVIER SCIENCE LTD Enzyme-catalysed improved resolution of (RS)-4-cyano-4-(3,4-dimethoxyphenyl)-4-isopropyl-1-butanol Article 10.1016/S0957-4166(99)00389-4 1 TETRAHEDRON-ASYMMETRY, v.10, no.19, pp.3759 - 3767 TETRAHEDRON-ASYMMETRY 10 19 3759 3767 N scie scopus 000083574400013 2-s2.0-0000375658 Chemistry, Inorganic & Nuclear Chemistry, Organic Chemistry, Physical Chemistry Article ACTIVE-SITE MODEL PSEUDOMONAS-CEPACIA KINETIC RESOLUTIONS ORGANIC-SOLVENTS LIPASE ENANTIOSELECTIVITY ALCOHOL ENANTIOMERS HYDROLYSIS 1,2-DIOLS enzyme