Process for preparing 20,23-bi-piperidyl-5-O-carbon mould amine glycosyl-tylosin lactone

A mycaminoglycosyl and tylonolide technology, which is applied in the preparation of sugar derivatives, chemical instruments and methods, sugar derivatives, etc., can solve the problems of many by-products, cumbersome reaction steps and high cost, and achieve simplified production. Process, high purity, easy industrial application effect
CN102863487AActive Publication Date: 2013-01-09QILU ANIMAL HEALTH PROD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
QILU ANIMAL HEALTH PROD
Publication Date
2013-01-09

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Abstract

The invention relates to a process for preparing 20,23-bi-piperidyl-5-O-carbon mould amine glycosyl-tylosin lactone. Tylosin tartrate serves as a raw material, an intermediate product of 23-oxhydryl-5-O-carbon mould amine glycosyl-tylosin lactone is obtained through hydrolyzation, an organic phase is extracted through phase inversion, and an intermediate product of 20-piperidyl-23-oxhydryl-5-O-carbon mould amine glycosyl-tylosin lactone is produced through combination with piperidine under the effect of methanoic acid. A final product of the 20,23-bi-piperidyl-5-O-carbon mould amine glycosyl-tylosin lactone is formed by ammonization with the piperidine through iodination. By the aid of the process, the production technology is simplified, the dosage of auxiliary raw materials such as the piperidine, iodine and an organic solvent is greatly reduced, the purity of the obtained product is higher than 98%, the yield of the final product of the 20,23-bi-piperidyl-5-O-carbon mould amine glycosyl-tylosin lactone reaches 58.7%, and the process has good industrial application prospects.
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Description

technical field

[0001] The invention relates to a preparation method of 20,23-dipiperidinyl-5-O-mycaminosyl-tylonolide, belonging to the technical field of veterinary antibiotic synthesis. Background technique

[0002] 20,23-dipiperidinyl-5-O-mycaminosyl-tylonolide, also known as Tediroxin, molecular formula: C 41 h 71 N 3 o 8 Molecular weight: 734.02, is a broad-spectrum macrolide antibiotic, mainly used to treat livestock respiratory diseases. The synthetic method of this compound, foreign patent document report has two kinds of synthetic methods.

[0003] A patent US 6514946 published by the Japanese Microbial Chemistry Research Foundation, using 20,23-diiodo-5-O-mycaminosyl-tylonolide as raw material, acetonitrile as solvent, and piperidine at reflux temperature After reacting for 1 h, the product was obtained by column chromatography with a mass yield of 86.4%. The raw material 20,23-diiodo-5-O-mycaminosyl-tylonolide is not suitable for obtaining, and the product ...

Claims

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