Optical resolution of hexamethylbiphenol by cholesterol esterase and porcine pancreas lipase |
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| Institution: | 1. Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, 1-3, Shinjuku-ku, Tokyo 162-8601, Japan;2. Department of Chemistry, Rikkyo (St. Paul''s) University, 3-34-1, Nishi-Ikebukuro, Toshima-ku, Tokyo 171-8501, Japan;1. Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia;2. Department of Pharmacy, University of Malaya, 50603 Kuala Lumpur, Malaysia;3. Nanotechnology & Catalysis Research Centre, NANOCEN, University of Malaya, 50603 Kuala Lumpur, Malaysia;4. Drug Design and Development Group, University of Malaya, 50603 Kuala Lumpur, Malaysia;1. Department of Orthopaedic Surgery, Indiana University School of Medicine, Indianapolis, IN;2. Indiana University Health Physicians Orthopedics and Sports Medicine, IU Health Saxony Hospital, Fishers, IN;3. Department of Orthopaedic Surgery, Indiana University School of Medicine, Indianapolis, IN;1. Department of Materials Chemistry, Faculty of Science and Technology, Ryukoku University, Otsu, Shiga 520-2194, Japan;2. Department of Chemistry and Biochemistry, California State University Long Beach, 1250 Bellflower Blvd., Long Beach, CA 90840, USA |
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| Abstract: | Both enantiomers of 2,2′-dihydroxy-4,4′,5,5′,6,6′-hexamethybiphenyl (2), a potentially useful chiral synthon, were obtained with >99% ee in high enantioselectivity by cholesterol esterase or porcine pancreas lipase (PPL)-mediated hydrolysis of the corresponding (±)-dipentanoate or (±)-dihexanoate, respectively. Absolute configuration of (S)-3-bromo-2,6′-dimethoxy-4,5,6,2′,3′,4′-hexamethyl-biphenyl (2h) was determined by X-ray analysis. |
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