著者
山下 純一 安本 三治 橋本 貞夫
出版者
The Pharmaceutical Society of Japan
雑誌
Chemical and Pharmaceutical Bulletin (ISSN:00092363)
巻号頁・発行日
vol.31, no.11, pp.3872-3877, 1983-11-25 (Released:2008-03-31)
参考文献数
19
被引用文献数
3 4

The mechanism of the condensation of 5-fluorouracil and 2-acetoxytetrahydrofuran (3), giving 1-(tetrahydro-2-furyl)-5-fluorouracil, was studied. An equilibrium between 2-acetoxytetrahydrofuran (3) and 2, 3-dihydrofuran (4) was observed at 120-170°C in dimethylformamide. It was found by the use of 1, 3-dideuterio-5-fluorouracil that the condensation of 5-fluorouracil with 3 occurred both by direct substitution and by the formation of 4 from 3 followed by addition of the uracil to it. The contribution of the latter path increased with increase of the reaction temperature.