Syntheses of Isomaltose, Isomaltotetraose, and Isomaltooctaose
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概要
- 論文の詳細を見る
Ethyl 2,3,4-tri-<I>O</I>-benzyl-6-<I>O</I>-<I>p</I>-nitrobenzoyl-1-thio-α-D-glucopyranoside (I–1) was brominated and subsequently condensed with a deacylated derivative of I–1 in nitromethane in the presence of 2,6-lutidine to give ethyl 2,2′,3,3′,4,4′-hexa-<I>O</I>-benzyl-6′-<I>O</I>-<I>p</I>-nitrobenzoyl-1-thio-α-isomaltoside (I–2) in a 92% yield. These processes were repeated on I–2 to give the blocked tetrasaccharide (I–4) in a 49% yield. Finally, the octasaccharide (I–8) was synthesized in an 11% yield by one more repetition of this reaction cycle. The blocked glycosides, I–2, I–4, and I–8, gave isomaltose, isomaltotetraose, and isomaltooctaose respectively after the sequence of unblocking processes: bromolysis, hydrolysis, methanolysis, and hydrogenolysis.
- 公益社団法人 日本化学会の論文
著者
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Zen Shonosuke
School Of Pharmaceutical Sciences Kitasato University
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Koto Shinkiti
School Of Pharmaceutical Sciences Kitasato University
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Uchida Tetsuo
School of Pharmaceutical Sciences, Kitasato University
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