Process for preparing antiviral agent

By employing a multi-step synthesis method and chiral resolution technology, the problem of low purity in the preparation of entecavir was solved, and the preparation of high-purity entecavir was achieved.

CN104788485AInactive Publication Date: 2015-07-22BRISTOL MYERS SQUIBB HLDG IRELAND UNLTD
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Patent Information

Application Number
CN201510061020.4
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2002-12-11
Filing Date
2003-12-10
Publication Date
2015-07-22
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

Existing methods for preparing entecavir suffer from low enantiomeric and diastereomeric purity, making it difficult to meet the demand for high-purity entecavir.

Method used

A multi-step synthetic method was adopted, including ester preparation, epoxidation and reduction, coupling reaction, etc., and chiral amine resolution, resin adsorption and other techniques were used to achieve the preparation of high-purity entecavir.

Benefits of technology

High diastereomeric and enantiomeric purity of entecavir was achieved, improving the efficiency of the preparation process and the purity of the product.

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Abstract

The invention refers to a method for isolating entecavir or an entecavir intermediate from a diluted mixture, the diluted mixture comprising entecavir and water or a mixture comprising an entecavir intermediate and other process reagents comprising: (a) adsorbing the diluted mixture onto a hydrophobic resin bed; (b) washing the resin bed with water to remove salt; and (c) eluting the entecavir or entecavir intermediate from the resin bed with an organic solvent.
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