A kind of synthetic method of d-cycloserine

Abstract

The invention belongs to the field of drug synthesis, and discloses a synthetic method of D-cycloserine: add R-3-chloroserine methyl ester hydrochloride in methanol, add hydrochloric acid, then add acetone oxime, heat up the reaction, cool down, and use sodium methoxide to maintain pH to 8-9 to react, filter to remove salt, concentrate to a small volume to obtain D-cycloserine in one step. The method has the advantages of simple process operation, environmental friendliness, mild reaction conditions, a final product purity of up to 99%, and a yield of up to 94.25%, which is beneficial to industrial production.

Description

technical field [0001] The invention relates to a preparation method of the new drug Sofosbuvir intermediate D-cycloserine for the treatment of chronic hepatitis C. Background technique [0002] D-cycloserine, also known as D-4-amino-3-oxazolidinone, is an antibiotic drug that has a good inhibitory effect on Mycobacterium tuberculosis. Because bacteria are not easy to develop drug resistance to it, it is mainly used clinically to treat the infection of drug-resistant Mycobacterium tuberculosis. In addition, studies have found that D-cycloserine is a special regulator of excitatory amino acid NMDA (N-methyl-D-aspartate) receptors in the central nervous system, and it is effective in the treatment of psychological phobias, depression, schizophrenia, etc. Disease also has a good auxiliary effect, and it is also an important intermediate in the synthesis of atypical β-lactam antibiotic Lactivicin. Therefore, D-cycloserine has wide application prospects and huge market demand. ...

AI Technical Summary

Problems solved by technology

[0011] In the production process of this method, a large amount of difficult-to-handle PCl5 is used, which causes serious pollution to the environment. It needs to be reacted at low temperature (-20~-15°C), and the energy consumption is large, and the product is not easy to filter

The cyclization yield is only 40%, and the final yield is low, which is not conducive to large-scale production

[0012] On the basis of summarizing the relevant experience at home and abroad, in order to overcome the disadvantages of the existing technology that the raw materials are expensive, the purity is not high, the yield is low, and the reaction conditions are harsh, we propose a new route, and the reactions are all conventional operations. easy to operate

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