Synthesis And Process Optimization Of 8-azaadenosine

8-azaadenosine is one of the heterocyclic modified nucleoside compounds, which has very important physiological functions and obvious inhibition to the replication of DNA and RNA. It also has a good anti-virus activity and can be used in cure of AIDS and cancer, which shows a good medical prospect. Therefore research on synthesis and optimization of 8-azaadenosine is of great practical value.This dissertation designed several synthetic methods. After a full evaluation, a best synthetic route was determinated, which was also verified by mechanism analysis.Started from malononitrile and freshdiazonium salt, phenylazomalononitrile was obtained, and then cyclized to obtain 4,6-diamino-5-phenylazopyrimidine with formamidine acetic at high temperature. After the reduction of the former product,it was then diazotized and cyclized and 8-Azaadenine was obtained. Finally, 8-azaadenosine was obtained after the reaction with tetraacetateribofuranose. This synthetic route was quite feasible because of common raw materials and mild reaction conditions, besides,each intermediate was solid and was convenient to purified and dealt with, which satisfied the industrialization requirements.Single factor experiments were carried to determine the most effective conditions such as reaction time, temperature, material ratio and catalyzer dose. Several synthetic methods were carried out to determine schemes that meet different requirments.Each intermediate was characterized by the melting point determination,infrared spectroscopy(IR), mass(MS),1H nuclear magnetic resonance(HNMR), the results showed that they are in line with the target products.The rourte of synthesis of 8-azaadenosine was verified to be efficient.