チアゾリジンの研究(第3報) : チアゾリジン環をもつ直鎖状糖誘導体について

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Mutarotation of 2-(D-gluco-1,2,3,4,5-pentahydroxypentyl) thiazolidine (I) in alkaline solution and the change of chromatogram on thin-layer chromatography are described. Reaction of I with acetone containing hydrogen chloride afforded crystals and the structure of this product was assigned as 2-(D-gluco-1,2 : 4,5-di-O-isopropylidene-1,2,3,4,5-pentahydroxypentyl) thiazolidine hydrochloride (VII). Some derivatives of VII were also prepared. 2-(D-Gluco-1,2 : 4,5-di-O-isopropylidene-3-O-mesyl-pentahydroxypentyl)-3-acetylthiazolidine (XV) was converted into D-galacto derivative (XVII) by sodium azide in hot dimethyl formamide containing 0.5% water. 2 (D-Gluco-1,2,3,4,5-pentahydroxypentyl)-3-ethylthiazolidine (XXIII) was synthesized from D-glucose and 2-(ethylamino)-ethanethiol. The acetate (XXIV) and benzoate (XXV) of XXIII were prepapred and their structures were elucidated.
公益社団法人日本薬学会の論文
1968-05-25