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ID 10593
Eprint ID
10593
フルテキストURL
タイトル(別表記)
Solid-phase Synthesis of Oligosaccharides Using Novel Alkyne-type Linkers -Selection of Reactive Sites on the support by Sonogashira Reaction-
著者
泉 実 岡山大学
抄録
Two new alkyne-type linkers having alkynylmethyloxy moieties were elaborated for solid-phase synthesis of oligosaccharide. A propargyl glycoside-type linker between a sugar residue and a solid support was formed by the Sonogashira reaction of a propargyl glycoside with polymer-supported iodobenzene. A propargyl ester-type linker was also constructed by the same reaction of a 4-(proparygyloxycarbonyl)benzyl glycoside with the latter. Both linkers are stable against acids such as TFA but can be readily cleaved with this acid after conversion to the corresponding alkyne-cobalt complex by treatment with Co2(CO)8. The latter ester linker is generally advantageous in that mild cleavage liberates a proceed only at spatially reactive sites on the solid support where the reagent accesses readily, so that the subsequent reactions including glycosylation on solid phase proceeded smoothly to result in high total yields of the desired oligosaccharides.
キーワード
oligosaccharides
solid-phase synthesis
carbohydrates
glycosylation
cross-coupling
発行日
2005-02-01
出版物タイトル
岡山大学農学部学術報告
出版物タイトル(別表記)
Scientific reports of the Faculty of Agriculture, Okayama University
94巻
1号
出版者
岡山大学農学部
出版者(別表記)
Faculty of Agriculture,Okayama University
開始ページ
81
終了ページ
84
ISSN
0474-0254
NCID
AN00033029
資料タイプ
紀要論文
言語
Japanese
論文のバージョン
publisher
査読
無し
Eprints Journal Name
srfa