Enzymatic resolution of (+/-)-5-acetoxy-4-aryl-(2E)-pentenoate derivatives |
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Authors: | Tanikawa Shin Ono Machiko Akita Hiroyuki |
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Affiliation: | School of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Chiba 274-8510, Japan. |
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Abstract: | Enzymatic resolution of six (+/-)-5-acetoxy-4-aryl-(2E)-pentenoate derivatives, compounds 9, 11, 13, 15, 17, and 19 bearing a different aromatic substitution pattern, using lipase OF-360 from Candida rugosa was carried out. The absolute configurations of all hydrolyzed products and all unchanged acetates were found to be S and R, respectively. Moreover, the enantiomeric excess of the enzymatic resolution products from 9, 11, and 13 with the ortho-methoxyl group in the aromatic ring was higher than that of the substrates with no methoxyl group at the ortho-position in the aromatic ring. |
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