Tyramectin oxalate

A telamectin and oxalate technology, applied in organic chemistry, chemical instruments and methods, sugar derivatives, etc., can solve the problems of safety and cost in industrialization, many reaction by-products, low conversion rate, etc., to avoid Ultra-low temperature reaction, good purity, and the effect of improving yield

Active Publication Date: 2019-10-15
BRIGHTGENE BIO MEDICAL TECH (SUZHOU) CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0018] CN102786569 takes azithromycin A as raw material, protects the 2'-position hydroxyl and 6'-position amino in azithromycin A with di-tert-butyl dicarbonate, then carries out Swern oxidation, and reacts with trimethylsulfonium bromide to obtain 4 "-position ring Oxygen compounds; finally, use n-propylamine to carry out nucleophilic addition to the 4″-position epoxy compound to obtain the target compound telamectin. The Swern reaction needs to be carried out at ultra-low temperature, and there are safety and cost problems in industrialization
The price of di-tert-butyl dicarbonate is higher
There are many reaction by-products in this synthetic route, which are not easy to purify and separate. The phase transfer catalyst affects the stability of the product and the conversion rate is low.
[0022] The route of CN104876983 is as follows, in the route, dichromate is used as oxidant, and zinc amalgam is used as reducing agent, both of which are heavily polluting reagents, and the yield is not high

Method used

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  • Tyramectin oxalate
  • Tyramectin oxalate
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Examples

Experimental program
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Embodiment 1

[0047] The content of the invention will be further explained and illustrated below in conjunction with specific examples, but they do not constitute a restriction or limitation to the scope of the present invention. The following reagents and preparation materials are commercially available unless otherwise specified. Example 1 (comparative example, refer to patent 200510082063.7)

[0048] Put 29Kg of TA04 and 160Kg of dichloromethane into the 500L reaction kettle, stir for 20-30min, put 5Kg of anhydrous sodium sulfate into it, stir and dry for 1-2h, filter the whole mixture with suction, and concentrate to basically no fractions. Transfer the concentrated system to a 1000L reaction kettle, add 660Kg of dichloromethane simultaneously, turn on stirring, and simultaneously cool the system to -5~5°C under nitrogen protection, add 16Kg / 33Kg of benzyl chloroformate and dichloromethane dropwise to the system. Chloromethane solution. A total of 1.5h was added dropwise, and the dropwi...

Embodiment 2

[0060] Embodiment 2 (process of the present invention)

[0061] Put 40kg of TA04 and 100kg of toluene into the 1000L reaction kettle, stir for 20-30min, and concentrate at 55°C until there is no fraction. The temperature was lowered to about 25°C under nitrogen protection, 900Kg of dichloromethane was pumped in under vacuum, stirring was started, the system was cooled to -5~5°C under nitrogen protection, and a solution of 22kg of benzyl chloroformate and 66Kg of dichloromethane was added dropwise to the system. . A total of about 1.5h was added dropwise, and the dropwise addition was completed. Incubate at 0~5℃ for 2~3h, the conversion of raw materials is completed. (Conversion of raw materials is monitored by HPLC) The temperature is controlled to T≤35°C, the reaction mixture is concentrated to dryness and becomes oily, and stored at a low temperature of 0-10°C.

[0062] Add above-mentioned TA05 to 500L reactor, 260kg DMSO, start stirring, after dissolving, add 18Kg IBX to...

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Abstract

The invention discloses salt of tulathromycin, particularly oxalate, a preparation method of tulathromycin oxalate and application of tulathromycin oxalate to preparation of tulathromycin.

Description

technical field [0001] The invention belongs to the field of pharmaceutical production, and relates to tyramectin oxalate and its application in preparing tyramectin. Background technique [0002] Respiratory tract infection is one of the most difficult diseases to control in animal husbandry, which has serious harm to animal husbandry production. At present, macrolide antibiotics are a class of commonly used drugs for the treatment of respiratory tract infections in pigs and cattle, among which tylosin and tilmicosin are widely used in my country. Although the use of these two drugs has achieved good results, with the prolongation of the use time, different degrees of drug resistance have appeared in many areas, and these two drugs are usually administered by mixing or drinking water. Repeated dosing is required for the drug to work. Therefore, there is an urgent need for novel antibacterial drugs with high efficiency, safety, broad spectrum and low residues for respirato...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H17/08C07H1/00
Inventor 袁建栋符新亮丛启雷郁海徐倜
Owner BRIGHTGENE BIO MEDICAL TECH (SUZHOU) CO LTD
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