Studies on the Synthesis of Compounds related to Adenosine 3', 5'-Cyclic Phosphate. III. The Synthesis of 2-Halogenoadenosine 3', 5'-Cyclic Phosphate
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概要
- 論文の詳細を見る
Because of the presence of etheno group, the reactivity of mercapto residue at 2 position in purine skeleton is so high that 2-chloro-1,N^6-etheno adenosine 3', 5'-cyclic phosphate (2-chloro-1,N^6-etheno c-AMP) and 2-iodo-1,N^6-etheno c-AMP were easily synthesized from 2-mercapto-1,N^6-etheno c-AMP. The deblocking reaction of the etheno group from these two halogenated products with N-bromosuccinimide (NBS) gave 2-chloro-c-AMP and 2-iodo-c-AMP. When 2-amino-c-AMP, which was synthesized from 2-amino-1,N^6-etheno c-AMP by the same deblocking reaction, was diazotized with sodium nitrite in 42% fluoroboric acid (HBF_4) at -10--20°, 2-fluoro-c-AMP was obtained in a yield of 17.8%. Since 2-bromo-c-AMP has been similarly obtained in previous work, the deblocking reaction of etheno group offers an excellent new route to synthesis of 2-halogeno-c-AMPs from c-AMP.
- 公益社団法人日本薬学会の論文
- 1978-08-25
著者
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加藤 元彦
Research And Development Division Kikkoman Corporation
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山次 信幸
Research and Development Division, Kikkoman Corporation
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加藤 元彦
Central Research Laboratories of Kikkoman Shoyu Co., Ltd.
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山次 信幸
Central Research Laboratories of Kikkoman Shoyu Co., Ltd.
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田原 恭子
Research Laboratory of Seishin Pharmaceutical Co., Ltd.
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田原 恭子
Research Laboratory Of Seishin Pharmaceutical Co. Ltd.
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山次 信幸
Research And Development Division Kikkoman Corporation
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