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Chemical synthesis method for producing 2'-dexoyadenosine

A chemical synthesis method and technology of deoxyadenosine, which is applied in the technical field of chemical synthesis method for producing 2'-deoxyadenosine, can solve the problems of single configuration and short synthesis route, and achieve low price, stable product quality and simple operation. Effect

Inactive Publication Date: 2007-08-01
HENAN NORMAL UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0025] The technical problem to be solved by the present invention is to seek a kind of raw material that is easy to obtain, the synthesis route is short, the solvent used is easy to obtain, the price is low and the dosage is small, easy to recycle, friendly environment, the configuration of the intermediate product and the final product is single, and the quality is stable and reliable. Controlled, high yield, low cost, suitable for industrial production of chemical synthesis of 2'-deoxyadenosine production process

Method used

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  • Chemical synthesis method for producing 2'-dexoyadenosine
  • Chemical synthesis method for producing 2'-dexoyadenosine
  • Chemical synthesis method for producing 2'-dexoyadenosine

Examples

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Embodiment 1

[0035] (1) Add 154kg 6-chloroadenine (I) and 1-acetyl-3,5-bis(p-methylbenzoyl)-2-deoxyribose (II) to a stainless steel reactor with a reflux device in 5000 liters ) 412kg, add 800 liters of dichloromethane containing 1-2kg two p-nitrophenol phosphate esters, heat to reflux and remove the acetic acid generated by the reaction in time, after the reaction is completed, connect the vacuum to remove the solvent, remove the vacuum, and obtain the intermediate (III ) 3'5'-bis(p-methylbenzoyl)-2'-deoxy-6-chloropurine nucleoside 380-430kg (conversion rate 75-85%).

[0036] (2) Dissolve 380 kg of intermediate (III) in 5 times the amount of ammonia-methanol solution, stir at room temperature for 3-6 hours, concentrate to dryness under reduced pressure, add 700 liters of distilled water to separate out the crude 2'-deoxyadenosine, and filter with suction. Then recrystallize with ethanol water to obtain 228-257 kg of 2'-deoxyadenosine product, the yield is 80-90%, and the total yield is 60...

Embodiment 2

[0038] (1) Add 154kg 6-chloroadenine (I) and 1-acetyl-3,5-bis(p-methylbenzoyl)-2-deoxyribose (II) to a stainless steel reactor with a reflux device in 5000 liters ) 412kg, add 800 liters of dichloromethane containing 1.5kg two p-fluorophenol phosphate esters, heat to reflux and remove the acetic acid generated by the reaction in time, after the reaction is completed, connect the vacuum to remove the solvent, remove the vacuum, and obtain the intermediate (III) 3',5'-bis(p-methylbenzoyl)-2'-deoxy-6-chloropurine nucleoside 309-355kg (conversion rate 61-70%).

[0039] (2) Dissolve 309 kg of intermediate (III) in 5 times the amount of ammonia-methanol solution, stir at room temperature for 3-6 hours, concentrate to dryness under reduced pressure, add 600 liters of distilled water to precipitate crude 2′-deoxyadenosine, and filter with suction. Then recrystallize with ethanol water to obtain 193-217 kg of 2'-deoxyadenosine product, the yield is 78-87%, and the total yield is 47.5-6...

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Abstract

The invention discloses a chemical process of preparing 2'- desoxyadenosine, relating to a process for synthesizing organic compound. The process comprises following steps: (1) putting 6- chloride adenine and 1- acetyl base- 3, 5- bi (4-methyl phenacyl)- 2- deoxyribose and organic solvent containing phosphate phenolic ester compound catalyst into autoclave; carrying out condensation reaction under catalytic action to prepare 3', 5'- bi (4-methyl phenacyl)- 2'- deoxy- 6- chloride purine nucleosides; (2) putting compound and ammonia methanol into autoclave for aminolysis, the consumption amount of ammonia methanol is 4- 8 times of that of compound, the temperature is 10- 50 Deg. C, getting 2'- desoxyadenosine after aminolysis.

Description

Technical field: [0001] The invention relates to a synthesis process of organic compounds, in particular to a process for producing 2'-deoxyadenosine by chemical synthesis. Background technique: [0002] 2'-deoxyadenosine is 2'-deoxyadenosine (2'-deoxyadenosine, also known as β-D-2'-deoxyadenosine), molecular formula C 10 h 13 N 5 o 3 , it is a natural deoxynucleoside, which is a structural fragment of DNA. It is not only an important raw material for gene medicine and genetic engineering research, but also has good physiological activity itself, and can be used as a drug. It is also a lot of antiviral , good intermediates of anti-tumor and anti-AIDS drugs. The era of human gene therapy is gradually approaching, and the research on gene medicine is being carried out extensively. As an important raw material for gene medicine research, the international demand for 2′-deoxyadenosine will also increase rapidly. In addition, the deciphering of human genes by the human genom...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H19/173
Inventor 渠桂荣杨西宁王东超蔡玉英时蕾范学森张新迎王秀强
Owner HENAN NORMAL UNIV
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