Synthesis of 3-(Tetrahydro-2-furanyl)-5-fluorouracil
- 1 January 1978
- journal article
- research article
- Published by Pharmaceutical Society of Japan in YAKUGAKU ZASSHI
- Vol. 98 (11) , 1551-1553
- https://doi.org/10.1248/yakushi1947.98.11_1551
Abstract
Synthesis of 3-(tetrahydro-2-furanyl)-5-fluorouracil (3-Thf-FU) (III), which is a metabolic intermediate of 1,3-bis(tetrahydro-2-furanyl)-5-fluorouracil (Thf2FU) and an effective antitumor agent, is reported. 1-Alkane- or 1-arene-sulfonyl-5-fluorouracil (I) was trimethylsilylated by treatment with N,O-bis(trimethylsilyl)acetamide and treated with 2-acetoxytetrahydrofuran in the presence of stannic chloride to give 1-alkane- or 1-arene-sulfonyl-3-(tetrahydro-2-furanyl)-5-fluorouracil (II). III was obtained by deblocking of II with methanolic ammonia.Keywords
This publication has 2 references indexed in Scilit:
- Studies on antitumor agents. 2. Syntheses and antitumor activities of 1-(tetrahydro-2-furanyl)-5-fluorouracil and 1,3-bis(tetrahydro-2-furanyl)-5-fluorouracilJournal of Medicinal Chemistry, 1978
- Nonclassical Antimetabolites XXIVJournal of Pharmaceutical Sciences, 1965