Synthesis of PI-88 analogue using novel O-glycosidation of exo-methylenesugars |
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Authors: | Rie Namme |
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Institution: | School of Pharmaceutical Sciences, Teikyo University, Sagamiko, Kanagawa 199-0195, Japan |
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Abstract: | Acid-promoted α-stereoselective O-glycosidation of 1-exo-methylenesugars was successfully applied to the synthesis of a PI-88 analogue. By using methanesulfonic acid as a promoter, 1′-C-methyl-α-disaccharides with p-methoxybenzyl protection were obtained in high yield. The sequence of selective deprotection and glycosidation provided 1-C-methyl-pentasaccharide efficiently. |
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Keywords: | 1-exo-Methylenesugar O-Glycosidation PI-88 Heparanase inhibitor |
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