Investigations On The Application Of β-Cyclodextrin In The Synthesis Of Purine Derivatives

Supramolecular chemistry is an interdisciplinary subject and involves the very widespread area suchas chemistry, physical, material science and environmental science. In recent years, many scientists devotedto supramolecular chemistry and the research on cycoldextrin which was used as the second generationmain block of supramolecular chemistry turn to be especially conspicuous. Cyclodextrin used as acceptor'smolecular recognition, the molecular assembly, and molecular reactor as well as Manual simulation enzymeresearch has made the very big progress.The compound of nucleosides plays important role in the anti-AIDS, the anti-tumor, as well as theanti-viral process. More and more nucleosides medicine obtained the very good clinical practice, such asAcyclovir and ganciclovir. In recent years, the trim of basic group also becomes an important direction ofthe nucleosides research and attracted many scientists.N-9substitution of purine was an important way of get base derivatives. In former synthesis, the mostreaction takes DMF as well as the DMSO etc which have high boiling point material as the solvent owingto the big polarity of base and brings great trouble to the post-processing. Moreover when we get the N-9substitution product, N-7product often appeared as by-product. We have realized the purine N-9positionalkylation assisted by β-cyclodextrin in water. As a result of β-cyclodextrin, the N-7position product waseffective reduced. Moreover the N-9substitution product and N-7the substitution product proportion ishighest to99:1and N-9substitution product was obtained as high as94%production rates at roomtemperature.β-cyclodextrin and the derivatives used as manual simulation enzyme research has rapidly developedand applied in many responses. The ruthenium was widely used in asymmetrical reduction of ketone inrecent years. Therefore, we synthesized a series of β-cyclodextrin derivatives which forms the complexeswith the metal ruthenium to catalyze the asymmetrical reduction of N-9-acetone purine. Through the choiceof response condition, we obtained good productive rate and the corresponding ee value,and made up themany flaws in the former method such as chiral source not to be easy to obtain, synthesis step is too moreand so on. Therefore, we provided a new method for the synthesis of chiral acyclic nucleosides.