Synthesis of 2-amino-2,3-dideoxy-L-ribohexose.
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概要
- 論文の詳細を見る
2-Amino-2,3-dideoxy-L-glucose (<B>1</B>) was synthesized from 2-amino-2-deoxy-L-glucose (<B>2</B>). The synthesis was achieved without protection of the anomeric hydroxyl group throughout the reaction sequence. The masked derivative (<B>9</B>) of <B>1</B> was prepared from <B>2</B> by sequential <I>N</I>-methoxycarbonylation, benzylidene acetal formation, mesylation, displacement with iodide, and hydrogenolysis. Alkaline hydrolysis of the debenzylidenated product (<B>10</B>) led to ring contraction and yielded the 1,2-oxazolidinone derivative (<B>11</B>) of a furanose. Acidic hydrolysis of <B>11</B> underwent ring expansion and successfully gave <B>1</B>.
- 公益社団法人 日本化学会の論文
著者
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Tsuchiya Tsutomu
Institute of Bioorganic Chemistry
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Umezawa Sumio
Institute of Bioorganic Chemistry
-
Ban Yoshihiro
Department of Applied Chemistry, Faculty of Engineering, Keio University
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Sano Hiroshi
Institute of Bioorganic Chemistry
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