Selective modification of mono-altro-β-cyclodextrin: dependence of O-sulfonylation position on the shape of sulfonylating reactant |
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Authors: | Makoto Fukudome |
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Institution: | Department of Molecular Medicinal Sciences, Graduate School of Biomedical Sciences, Nagasaki University, Bunkyo-machi 1-14, Nagasaki 852-8521, Japan |
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Abstract: | Mono-altro-β-cyclodextrin, which has 21 different hydroxyl groups, was selectively sulfonylated by 2-naphthalenesulfonyl chloride at the 2A-OH of the altrose residue. By using 1-naphthalenesulfonyl chloride as reactant, the 3G-OH of the neighboring glucose became available for selective sulfonylation, and the resulted sulfonate was proved to be a very important intermediate for introducing functionalities to the saccharide adjacent to the altroside of mono-altro-β-cyclodextrin that is capable of controlling the orientation of substrate. |
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Keywords: | Cyclodextrin Altroside Modification Sulfonylation |
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