著者
板谷 泰助 小川 和男 松本 浩郎 渡辺 朝子
出版者
The Pharmaceutical Society of Japan
雑誌
Chemical and Pharmaceutical Bulletin (ISSN:00092363)
巻号頁・発行日
vol.28, no.9, pp.2819-2824, 1980-09-25 (Released:2008-03-31)
参考文献数
11
被引用文献数
7 8

Heating N, N-diethyl-3, 9-dialkyladeninium halides (Ig-j) in aqueous sodium hydroxide gave 1-alkyl-5-(alkylamino)imidazole-4-carboxamides (IV) together with minor amounts of 1-alkyl-5-(alkylamino)imidazole-4-carbonitriles (III), which were converted into IV on further heating. N, N-Dimethyl-3, 9-dialkyladeninium halides (Ia-d) underwent hydrolysis more rapidly to provide IV selectively in 90-94% yields.
著者
板谷 泰助 松本 浩郎 渡辺 朝子 原田 恒博
出版者
The Pharmaceutical Society of Japan
雑誌
Chemical and Pharmaceutical Bulletin (ISSN:00092363)
巻号頁・発行日
vol.33, no.6, pp.2339-2347, 1985-06-25 (Released:2008-03-31)
参考文献数
34
被引用文献数
10 17

Treatment of 5-(methylamino)-1-β-D-ribofuranosylimidazole-4-carboxamide (5a) with CNBr in acetate buffer gave the 5-cyanomethylamino derivative 6a, which was cyclized to 3-methyl-guanosine (7) in the presence of NaOEt. Cyclocondensation of 7 with bromoacetone in the presence of K2CO3 provided 3-β-D-ribofuranosylwye (2), the most probable structure for the fluorescent nucleoside from Torulopsis utilis phenylalanine transfer ribonucleic acid (tRNAPhe). The glycosidic bonds of 2 and 7 have been shown to be unusually subject to cleavage under either acidic or basic conditions, but proved to be less labile under neutral conditions, as had been reported. The base moiety of 2 is also cleaved under basic conditions.
著者
板谷 泰助 小川 和男 松本 浩郎 渡辺 朝子
出版者
The Pharmaceutical Society of Japan
雑誌
Chemical and Pharmaceutical Bulletin (ISSN:00092363)
巻号頁・発行日
vol.28, no.8, pp.2522-2527, 1980-08-25 (Released:2008-03-31)
参考文献数
10
被引用文献数
3 5

The reactions of N, N, 9-trialkyladenines (II) with alkyl halides in N, N-dimethylacetamide gave N, N, 3, 9-tetraalkyladeninium halides (IV) in good yields. N, N, 3-Trialkyl-adenines (III) underwent the alkylation more smoothly to provide an alternative synthesis of IV.