Preparation method of 2-deoxy-L-ribose

Abstract

The invention discloses a synthesis method of 2-deoxy-L-ribose. The synthesis method comprises the following steps: in the presence of acetyl-protected hydroxyl, taking cheap L-arabinose as a raw material to generate beta-bromo-L-triacetyl arabopyranose through bromination under catalysis of iodine; performing elimination reaction in an acetic acid solution which takes zinc powder as a reducing agent to generate 3,4-diacetyl-L-arabinal; performing addition reaction in an acetic acid / acetic anhydride solution of hydrogen bromide to generate an intermediate 2-deoxy-1,3,4-triacetyl-L-ribose; andremoving acetyl stepwise by utilizing Amberlite IR-120 acid resin and a methanol solution containing sodium methylate to finally obtain the target product of the 2-deoxy-L-ribose. The synthesis method has the advantages that the production cost is greatly lowered by utilizing cheap and available raw materials and reagents, reaction conditions are more moderate, the operation process is simple andsafe, the yield of the obtained 2-deoxy-L-ribose is more ideal, and large-scale industrial production can be realized, thus solving the problem of demand quantity of the intermediate-2-deoxy-L-ribosein the field of pharmaceutical and chemical industry.

Description

technical field [0001] The invention belongs to the field of chemical industry and relates to a method for preparing 2-deoxy-L-ribose by using L-arabinose as a raw material. Background technique [0002] In recent years, L-type nucleoside drugs have attracted great attention as anti-virus, anti-AIDS and anti-tumor drugs. The reason is that L-type nucleoside compounds have significant medical activity but are more toxic than D-type nucleosides. The compound is small, and 2-deoxy-L-ribose is an important intermediate for the synthesis of L-nucleoside drugs, and its demand is increasing year by year. Find a synthetic process suitable for industrial production. [0003] However, 2-deoxy-L-ribose is an unnatural ribose that can only be synthesized chemically or biologically. There are many known preparation methods of 2-deoxy-L-ribose. The existing 2-deoxy-L-ribose synthesis methods mainly include: [0004] (1) take D-ribose as raw material, synthesize L-ribose through six-ste...

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Problems solved by technology

[0006] The above-mentioned reaction process is currently the main method used to realize the synthesis of 2-deoxy-L-ribose, but there are many problems in the above-mentioned method, such as high production cost, low yield, complicated process, and large pollution, so it is very unfavorable for industrial production

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