Synthesis of Galactopyranosides of 5-Fluorouracil

Two acetyl galactopyranosides: 2-O-benzyl-4-O- (2',3',4', 6'-tetra-O-acetyl-β-D-galactopyranosyl)-5-fluorouracil(4) and 2-O-benzyl-3-N-(2',3',4', 6'-tetra-O-acetyl-β-D-galactopyranosyl)-5-fluorouracil(8) were synthesized by the reaction of 2-O-benzyl-5-fluo-rouracil(1) and α-acetobromogalactose(3). Under phase transfer catalysis 4 was also synthe-sized by the reaction of silver salt of 2-O-benzyl-5-fluorouracil 2 and 3.Then 4 and 8 weretreated with ammonia in methanol to obtain deacetylated galactopyranosides 5 and 9 respec-tively. 5 and 9 were hydrogenized in the presence of 10% Pd-C catalyst to obtain galacto-pyranosides of 5-fluorouracil 6 and 10.4 and 8 were hydrogenized to obtain acetyl galacto-pyranosides of 5-fluorouracil 7 and 11 These compounds 4～11 have not been reported inliterature.