Study On The Synthesis Of Bioactive Glycoside

In this thesis, the synthesis of biological glycosides such as p-substituted phenyl- P -D-glucosides, 5-fuorouracil glycosides, adenine glycosides and 7-hydroxyflavone glycosides were studied.In the selective deprotection of sugars, a novel method for the synthesis of 2-acetylamino-3,4,6-tri-O-acetyl-2-deoxy-D-glucose from D-glucosamine hydrochloride via acetyl-protection reaction and acetyl-transformation reaction was discribed. It was an improvement of the method of reference.Two compounds which were O-(4-methoxycarboxyl)phenyl-β-D-glucopyranoside andO-(4-methylketo)phenyl-β-D-glucopyranoside were synthesized through trichloroacetimidate.5-Fuorouracil glycosides and adenine glycosides were prepared via β-peracetylglycose.A series of flavone-7-O-glycosides by reaction of 7-hydroxyflavone and a -D-manose bromide were first synthesized under Bu4NBr as the phase-transfer catalyst.Their structures were identified by MS, IR and NMR.