The preparation method of 2-deoxy-l-ribofuranose

Abstract

The invention provides a preparation method of 2-deoxy-L-ribofuranose. The preparation method comprises the following steps: carrying out 3,5-site hydroxy protection on methylated L-arabinose; carrying out 2-site deoxygenation on the L-arabinose; and carrying out 3,5-site hydroxy deprotection on the obtained product. The preparation method has the advantages of available raw materials, short synthetic route, improved product yield and purity, low production cost and the like, and is simple to operate.

Description

technical field [0001] The invention belongs to the field of medicine, and in particular relates to a preparation method of a pharmaceutical intermediate 2-deoxy-L-ribofuranose. Background technique [0002] As antiviral, anti-AIDS and anti-tumor drugs, L-nucleoside drugs have attracted widespread attention since the 1950s because their toxicity is lower than that of their enantiomers. 2-deoxy-L-ribofuranose, its structural formula is as follows: [0003] [0004] As an important intermediate for the synthesis of L-nucleoside drugs with new biological activity, it has always been a research hotspot for scientists in various fields. [0005] However, 2-deoxy-L-ribofuranose is a kind of unnatural ribose, which can only be synthesized by chemical or biological methods. Synthesis of 2-deoxy-L-ribofuranose; 2) Synthesis of 2-deoxy-L-ribofuranose by reduction of L-ribose; 3) Synthesis of 2-deoxy-L-ribofuranose with ascorbic acid; 4) Synthesis of 2-deoxy-L-ribofuranose with L-...

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Problems solved by technology

[0006] However, the first three methods above are either expensive raw materials, such as the market price of L-ribose is as high as 6000 yuan / Kg; or the steps are too long, the yield is too low, and the production cost is too high, which is unacceptable to the market

In contrast, the most practical is to synthesize 2-deoxy-L-ribofuranose from L-arabinose, but in the reported synthesis of 2-deoxy-L-ribofuranose from L-arabinose In the route, either because the intermediate reactant phenoxythiocarbonyl chloride is expensive and not easy to obtain, or because the use of CS 2 Raw material is flammable

In addition, the follow-up reducing agent also has the problem of expensive and difficult-to-obtain raw materials, which makes the overall production cost higher

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