Optical resolution of hexamethylbiphenol by cholesterol esterase and porcine pancreas lipase |
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| Authors: | Tetsuo Takemura Go Emoto Jun Satoh Yoshitaka Kobayashi Chihiro Yaginuma Yuta Takahashi Takamitsu Utsukihara C. Akira Horiuchi |
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| Affiliation: | aDepartment of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, 1-3, Shinjuku-ku, Tokyo 162-8601, Japan;bDepartment of Chemistry, Rikkyo (St. Paul's) University, 3-34-1, Nishi-Ikebukuro, Toshima-ku, Tokyo 171-8501, Japan |
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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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| Keywords: | Cholesterol esterase Porcine pancreas lipase Optical resolution 2,2’ -Dihydroxy-4,4’ ,5,5’ ,6,6’ -hexamethybiphenyl High enantioselectivity |
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