Study On Synthesis And Structural Characterization Of D-glucosamine Phosphorus Derivatives

D-glucosamine has biological activity, There are several reaction centers (hydroxyls and amido)in the molecule, its derivatives widely used in biology and medicine. Modified of D-glucosamine has antirheumatic, bactericidal anti-inflamma tory, antitumor, enhance the immune and other physiological functions, chemical modification of D-glucosamine in biology, medicine and related fields have a more wide application prospect.This article is mainly studied in synthesis of D-glucosamine schiff bases and further synthesis of organic phosphorus derivatives. Through extensive literature research, summarizes the synthesis of glucosamine schiff bases in different ways, on the basis of established synthetic route of this article. Prepared two series of 14 new compounds not reported, eight a-amino phosphate derivatives. The structure of these compounds had ¹H NMR, ³¹P NMR, IR and MS analysis confirm, that the thesis include the following:1. InstructionIntroduction and chemical modification of glucosamine, glucosamine derivatives biological activity, of the present situation and prospects, as well as glucosamine derivatives of organic phosphorus in accordance with the subject title legislation.2. Synthesis of phosphorus containing D-Glucosamine derivatives2.1. Synthesis of D-Glucosamine schiff bases 2.2. Synthesis of D-glucosamine phosphorus derivativesD-glucosamine hydrochloride as the raw material, sodium hydroxide in methanol by treatment, and then with benzaldehyde derivatives synthesized by the reaction of D-glucosamine schiff bases to explore the reaction conditions and solvents, in order to identify the reaction the best conditions.D-glucosamine schiff bases in solvents under the conditions of pyridine and acetic anhydride acetylation reaction of the protection of the schiff base, acetylated product and the P-H phosphite group to carry out addition to the introduction of glycosylα-aminophosphonate, the synthesis of a series of new type with a configuration of two chiral carbon atoms of a-aminophosphonate.