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Optical Resolution of Hexanol Derivatives, Synthesis of Optically Active Systhane from Them and Its Biological Activity  

Im, Dai-Sig (Computer-aided Molecular Design & Bioscience Research Co., Ltd.)
Lee, So-Ha (Medicinal chemistry research center,Life Sciences Division, Korea Institute of Science and Technology)
Cheong, Chan-Seong (Medicinal chemistry research center,Life Sciences Division, Korea Institute of Science and Technology)
Publication Information
Applied Biological Chemistry / v.46, no.3, 2003 , pp. 240-245 More about this Journal
Abstract
$({\pm})-2-(4-Chlorophenyl)-2-cyano-2-phenyl-1-hexanol$ (2) and acetate ester (3) were resolved by various lipases. (R) and (S)-systhane were synthesized by the resolved compound 2. The antifungal screening of (R), (S)-systhane and $({\pm})-systhane$ against wheat leaf rust and barley powdery mildew gave activity over 92% in concentration of 2 ppm, but (R)- and (S)-systhane were not more active than $({\pm})-systhane$.
Keywords
enantioselective resolution; systhane; tertiary arylic nitrile; lipase;
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