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Technique of chemical synthesis of producing adenosine

A technology of chemical synthesis and adenosine, which is applied in the field of production of adenosine by chemical synthesis, can solve the problems of reducing production capacity, increasing production costs, difficulties in recycling pyridine and acetic anhydride, etc., and achieves the effect of simplifying the production process

Inactive Publication Date: 2006-02-01
JINAN MINGXIN PHARMA
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Problems solved by technology

[0012] (1) The chlorination reaction temperature is 110°C, and the tank pressure is maintained at 74-79 kg. It must be carried out in a high-pressure resistant reaction tank, which brings great difficulties to industrial production.
And the reaction time is long (chlorination reaction requires more than 30 hours), thereby reducing the production capacity
[0013] (2) The deacetylation reaction of chloroacetylated inosine requires the reaction to be placed at a temperature lower than 0°C for 5 to 30 hours. Due to the low reaction temperature, it also brings certain difficulties to industrial production.
Because acetylation uses a large amount of pyridine, it not only increases the production cost but also causes certain difficulties to the recycling of pyridine and acetic anhydride

Method used

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  • Technique of chemical synthesis of producing adenosine
  • Technique of chemical synthesis of producing adenosine

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Embodiment Construction

[0039] Synthesis:

[0040] 1. Synthesis of triacetyl inosine

[0041] Add the calculated amount of acetic anhydride and anhydrous sodium acetate into the dry reactor, and when heated to 82°C, add inosine in small amounts and keep the temperature below 120°C. After adding inosine, the reaction was incubated at 120°C for 30 minutes. It was distilled under reduced pressure until no liquid droplet occurred. Cool down to 0°C and centrifuge, wash the crystals with an appropriate amount of cold pure water to pH5. drying. White triacetyl inosine crystals were obtained. The melting point is 242-243°C, the yield is 96%, and the purity is over 99%.

[0042] 2. Halogenation of the 6-hydroxyl group of purine bases

[0043] (1) Add triacetyl inosine and a calculated amount of pyridine into a dry reaction kettle, stir and cool down to below 10°C, then slowly add phosphorus oxychloride dropwise (or flow-in), and heat up to 45-50°C after adding , keep the reaction for 14 hours, and then...

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Abstract

A process for preparing adenosine from inosine by chemical synthesis method includes such steps as acetylating by excessive acetic anhydride under existence of anhydrous sodium acetate to obtain acetylinosine, chlorinating it by trichloroxyphosphate in pyridine to obtain chloro-acetylinosine, ammonolyzing in ammonia-methanol solution to obtain coarse adenosine, and refining. Its advantage is high output rate.

Description

technical field [0001] The invention relates to a new process for producing adenosine, in particular to a process for producing adenosine by chemical synthesis. Background technique [0002] According to literature reports, there are many synthetic routes for the chemical synthesis of adenosine. Among them, adenylic acid, 2-methylthioadenosine, 8-mercapto-9-methyladenine, 5-amino-4-cyano-1-imidazole-ribofuranose and 2,8-dichloropurine are The synthesis route of the starting material is either because of the high price of the raw materials used (especially the starting material); or because the synthesis route is long and the process conditions are high, it is difficult to apply to large-scale synthesis. [0003] There are the following three synthetic routes more suitable for industrial production: [0004] 1. Taking 2', 3', 5'-triacetyl inosine as the starting material, dissolving it in anhydrous pyridine, using 4-chlorophenylphosphoryl dichloride as the condensation agen...

Claims

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Application Information

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IPC IPC(8): C07H19/16
Inventor 张传鼎
Owner JINAN MINGXIN PHARMA
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