N→N Alkyl and Glycosyl Migration of Purines and Pyrimidines. II. Glycosyl Migration of 3-Glycosyl-N^6-acyladenine Derivatives
スポンサーリンク
概要
- 論文の詳細を見る
The N-3→N-9 ribosyl (hydrogen halides or mercuric halides catalyzed) migration of N^6-acyl derivatives of 3-β-D-ribofuranosyladenine and its 5'-phosphate and 3-β-D-glucopyranosyladenine was found to occur by an intermolecular mechanism. Furthermore, formation of the 3-and 9-ribosyl derivatives was confirmed in the ribosylation reaction of N^6-benzoyladenine or its chloromercuri salt using milder conditions. These facts, contrary to the reports which described that the 9-glycosyl derivatives alone could be isolated, suggest that the reaction of N^6-benzoyladenine or its chloromercuri salt with glycosyl halides result in the initial formation of the 3-glycosyl derivatives followed by rapid conversion to the thermodynamically more stable 9-glycosyl derivatives in the presence of hydrogen halides or mercuric halides.
- 社団法人日本薬学会の論文
- 1970-04-25
著者
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清水 文治
Central Research Laboratories of Sankyo Co., Ltd.
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宮木 美知子
Central Research Laboratories Sankyo Co. Ltd.
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清水 文治
Central Research Laboratories Sankyo Co. Ltd.
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