A kind of method utilizing guanosine to synthesize guanine

Abstract

The invention belongs to the field of organic synthesis, and in particular relates to a method for synthesizing guanine by using guanosine. In the present invention, acetic anhydride, guanosine and boric acid are reacted to obtain diacetylguanine and tetraacetylribose; diacetylguanine is reacted under alkaline conditions to obtain guanine; the method has mild conditions when preparing diacetylguanine, and guanine When reacting with acetic anhydride, guanosine needs to absorb heat when breaking the chain, and release heat instantly when breaking the chain. This scheme neutralizes the exotherm, improves safety, mid-term distillation, steams acetic acid, promotes positive reaction, increases yield, and evaporates solvent reduced solubility. The invention utilizes guanosine to synthesize guanine, wherein the yield of guanine is over 95%, and the purity is over 99.5%. The yield of tetraacetyl ribose reaches over 95%, and the purity is over 99.5%.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a method for synthesizing guanine by using guanosine. Background technique [0002] Guanine, alias: guanine, guanine, 2-amino-6-hydroxypurine, 2-aminohypoxanthine Abbreviation: G. Guanine is a purine organic compound, which is formed by the fusion of a pyrimidine ring and an imidazole ring. It is a kind of purine. It is composed of carbon and nitrogen atoms and has a characteristic double ring structure. It plays an important role in organisms. Guanine not only can have multiple isomers, but also has the smallest adiabatic ionization potential among the four DNA bases. It exists in guano in a free or bound state, and is one of the five different nucleobases. Exist in deoxyribonucleic acid and ribonucleic acid at the same time. [0003] Guanine is an important pharmaceutical intermediate, which can be used to synthesize a series of high-efficiency and low-toxic antiv...

AI Technical Summary

Problems solved by technology

Among them, the natural raw material extraction method is mainly extracted from bird droppings and fish scales. This method has a wide range of sources and easy-to-get raw materials, but the extraction process is complicated, the yield is low, and the cost is expensive, so it is not suitable for industrial production.

The microbial fermentation method mainly uses the catalysis of biological enzymes to prepare guanine under fermentation conditions. The production conditions of this method are mild, the reaction is normally carried out at room temperature, no heating is required, and the safety is high. Small, no redundant energy consumption, green production can be realized, but there are also shortcomings and disadvantages: long time-consuming, low efficiency, difficult to separate products

Among them, TAHP sulfate is a raw material, which usually reacts with formamide. In this method, formamide will be partially decomposed to generate carbon monoxide and ammonia under high temperature reaction. The product quality is poor and the color is dark yellow. In addition, TAHP needs to be introduced in the form of its sulfate , so that there are a lot of inorganic salts in the product, which increases the cost of purification, for example: DE3729471

Subsequently, the researchers used alkali metal formate instead of formamide to react with TAHP sulfate and formic acid to overcome the shortcomings of formamide, but the existence of TAHP sulfate and alkali metal formate also made the purification process complicated and increased the purification process. Cost, eg: EP0415028

The guanine synthesis method using DAFHP as a raw material, although avoiding the use of TAHP sulfate, needs DAFHP to react with formamide and formic acid above 140°C to obtain guanine, which also has the disadvantages of poor product quality, dark yellow color, and environmental protection. Further refining and purification, such as: DE4136114

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