Purines. XLIII. : A Total Synthesis of the Marine Sponge Base 6-Imino-1,9-dimethyl-8-oxopurine
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概要
- 論文の詳細を見る
The first total synthesis of the 8-oxopurine 8,a constituent of the marine sponge Hymeniacidon sanguinea GRANT, has been achieved via two alternative routes starting from 8-bromo-9-methyladenine (11), which is obtainable from 9-methyladenine (10) by bromination. The first route includes methylation of 11 with MeI to give the 1-methylated product 13・HI, conversion of 13・HI into the free base 13,and treatment of 13 with NaOAc in boiling AcOH to produce 8 in 25% overall yield (from 10). The second route includes treatment of 11 with boiling 1 N aqueous NaOH and methylation of the resulting 8-oxo derivative 12 with MeI, affording 8 in 63% overall yield (from 10). The rearranged isomer 15 and the N^6 -acetyl derivative 9 have also been synthesized.
- 公益社団法人日本薬学会の論文
- 1990-08-25
著者
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斎藤 徹
Faculty Of Pharmaceutical Sciences Kanazawa University
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藤井 澄三
Faculty Of Pharmaceutical Sciences Kanazawa University
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森 繁治
Faculty of Pharmaceutical Sciences, Kanazawa University
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森 繁治
Faculty Of Pharmaceutical Sciences Kanazawa University
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藤井 澄三
Shinshu Univ. Nagano Jpn
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