Browsing by Author "Shimizu, Akihiro"

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Automated Solution-Phase Synthesis of Oligosaccharides via Iterative Electrochemical Assembly of Thioglycosides
(2013-09-06)
Nokami, Toshiki
;
Hayashi, Ryutaro
;
Saigusa, Yoshihiro
;
Shimizu, Akihiro
;
Liu, Chih-Yueh
A new iterative one-pot sequential method for the solution-phase synthesis of oligosaccharides has been devised on the basis of the electrochemical oxidation of a propagating thioglycoside terminus to generate the corresponding triflate, followed by the reaction with a thioglycoside building block having a free hydroxyl group. A practical automated synthesizer was developed for the method and was effectively used for assembling up to six thioglycoside building blocks to synthesize partial structures of poly-beta-D-(1-6)-N-acetylglucosamine.