Chin. J. Org. Chem. ›› 1992, Vol. 12 ›› Issue (3): 273-277. Previous Articles     Next Articles

Original Articles

5-氟脲嘧啶的β-D-半乳吡喃糖苷的合成

孙昌俊;陈再成;张以宁;王义贵;张成如   

  1. 山东大学化学系
  • 发布日期:1992-06-25

Synthesis of galactopyranosides of 5-fluorouracil

SUN CHANGJUN;CHEN ZAICHENG;ZHANG YINING;WANG YIGUI;ZHANG CHENGRU   

  • Published:1992-06-25

Two acetyl galactopyranosides 2-O-benzyl-4-O-(2',3',4',6'-tetra-O-acetyl-b-D-galactopyranosyl)-5-fluoro uracil (I) and 2-O-benzyl-3-N-(2',3',4',6'-tetra-O-acetyl-b-D-galactopyranosyl)-5-fluoro uracil (II) were synthesized by the reaction of 2-O-benzyl-5-fluorouracil and a-acetobromogalactose (III). Under phase transfer catalysis I was also synthesized by the reaction of silver salt of 2-O-benzyl-5-fluorouracil and III. I and II were treated with ammonia in MeOH to obtain deacetylated galactopyranosides, which were hydrogenated in the presence of 10% Pd-C catalyst to obtain galactopyranosides of 5-fluorouracil, IV and V resp.

Key words: FLUOROURACILUM, ANTICARCINOGEN, GALACTOSE, PYRANOSE, GLYCOSIDE, PHASE TRANSFER CATALYSIS

CLC Number: