新产品编号:1984337

Chemical Name: 5-Fluoro-1-[4-(hydroxymethyl)-2,5-dihydro-2-furanyl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
项目整合开发状态: Biological Testing
项目研究机构: Ewha Womans University (Originator), Korea Res. Inst. Chem. Technol. (Originator), Yonsei University (Originator)
合成路线:Catalytic hydrogenation of dihydrofuranone (I) over Pd/C afforded the saturated lactone (II).Treatment of (II) with chlorotrimethylsilane and lithium hexamethyldisilazide produced the silyl enol ether (III) which,without isolation,was treated with phenylselenenyl bromide to yield the trans-selenide (IV).Lactone reduction by means of DIBAL followed by acetylation of the resulting lactol (Va-b) gave acetate (VIa-b).The glycosylation of the silylated fluorouracil (VII) with (VIa-b) in the presence of trimethylsilyl triflate furnished adduct (VIIIa-b).Subsequent oxidative elimination of the phenylselenenyl group of (VIIIa-b) via an intermediate selenoxide produced the dihydrofuran derivative (IX),which was finally desilylated by treatment with tetrabutylammonium fluoride.