Synthesis of 2,6-Diamino-9-β-D-arabinofuranosylpurine via Cyclonucleoside
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概要
- 論文の詳細を見る
2,6-Diacetamido-8-hydroxy-9-(3,5-O-diacetyl-2-O-tosyl-β-D-ribofuranosyl)purine (III) was cyclized with ammonia in methanol to give a mixture of 2,6-diamino-8,2'-anhydro-8-hydroxy-9-β-D-arabinofuranosylpurine (V) and 2-acetamido-6-amino-8,2'-anhydro-8-hydroxy-9-β-D-arabinofuranosylpurine (IV), which was deacetylated to the cyclonucleoside (V) with 40% methylamine.After acetylation, the cyclonucleoside (V) was converted to 2,6-diamino-9-β-D-arabinofuranosylpurine (IX) by cleavage of the anhydro linkage with H_2S in pyridine followed by Raney Ni dethiolation. Alternatively, acetylated arabinofuranosylguanine (X) derived from 8,2'-anhydro-8-hydroxy-9-β-D-arabinofuranosylguanine was chlorinated with phosphoryl chloride and aminated with ammonia in metthanol to afford the arabinoside (IX).
- 公益社団法人日本薬学会の論文
- 1986-06-25
著者
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村岡 全子
Department Of Chemistry Japan Women's University
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金子 美智子
Department Of Chemistry Japan Women's University
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岩原 順子
Department Of Chemistry Japan Women's University
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