Synthesis of Methyl (Methyl D-and L-Idopyranosid)Uronates from myo-Inositol |
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| Authors: | Noritaka Chida Eriko Yamada Seiichiro Ogawa |
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| Affiliation: | Department of Applied Chemistry, Faculty of Science and Technology , Keio University , Hiyoshi, Kohoku-ku, Yokohama, 223, JAPAN |
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| Abstract: | ![]()
Abstract Methyl (methyl α-D-(9a), α-(9b), β-D-(10a), and β-L-(10b) idopyranosid)uronates were synthesized from myo-inositol. Baeyer-Villiger oxidation of the optically resolved inosose derivatives (3a and 3b) proceeded regioselectively to afford 4a and 4b in high yields, respectively. Ring-opening of the 7-membered hemiacetal-lactones (4a and 4b) with acid and subsequent deprotection gave the title compounds. |
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