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Method for synthesizing deuterium-labeled D3-salbutamol

A technology for salbutamol and a synthesis method is applied in the fields of food safety and standard product synthesis, can solve problems such as being unsuitable for synthesis, and achieve the effects of easy purification, reasonable reaction route and simple processing method

Active Publication Date: 2019-04-26
东莞暨南大学研究院 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Currently, synthetic D 3 - This compound of salbutamol has not been reported, and the salbutamol of natural abundance is to be that starting material is synthesized with salicylaldehyde, but the synthetic D of the present invention 3 -Salbutamol, the hydrogen at the benzylic position is a deuterium atom, so salicylaldehyde is not suitable for the synthesis of this compound as a starting material. The present invention provides a brand-new, efficient route to synthesize D 3 - albuterol

Method used

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  • Method for synthesizing deuterium-labeled D3-salbutamol
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  • Method for synthesizing deuterium-labeled D3-salbutamol

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Embodiment 1

[0041](1) Preparation of ethyl 2-hydroxy-5-acetylbenzoate

[0042] Add 30 g (0.181 mol) of ethyl salicylate and 300 ml of dichloromethane into a 500 ml three-necked flask, cool to 0° C., add 18.4 g (0.231 mol) of acetyl chloride therein, and stir to obtain a mixed solution. Weigh anhydrous AlCl 3 60.4g (0.457mol), in order to avoid violent exotherm, add to the mixed solution in stages, add about 6g of aluminum trichloride each time, add about 10 times, each interval is about 3 minutes, and naturally rise to room temperature after adding React for 6 hours, slowly pour the reacted reaction solution into 300g ice cubes, stir and separate layers, take the organic phase and wash it twice with water, then wash it once with saturated sodium bicarbonate solution, wash it once with saturated saline, wash it once with Dry the organic layer with anhydrous sodium sulfate, remove the solvent under reduced pressure, recrystallize with n-hexane, filter with suction, and dry to obtain 33.2 ...

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Abstract

The invention belongs to the fields of food safety and standard product synthesis, and discloses a method for synthesizing deuterium-labeled D3-salbutamol. According to the method, ethyl salicylate istaken as a raw material and is subjected to four-step reaction of Friedel-Crafts acylation, bromination, tert-butylamination and reduction to form the deuterium-labeled D3-salbutamol. The method is simple to operate, reasonable in reaction routes and simple in processing method; a product is easy to purify, has a chemical purity of 98% or above and has isotopic abundance of 98% or above; and themethod can be used for residue detection of clenbuterol in the field of food safety.

Description

technical field [0001] The invention belongs to the field of food safety and standard product synthesis, in particular to a deuterium-labeled D 3 - Synthetic method of albuterol. Background technique [0002] Salbutamol (salbutamol), chemical name 1-(4-hydroxy-3-hydroxymethylphenyl-2-(tert-butylamino)ethanol, melting point 154-158 ° C, is a short-acting β2 adrenergic receptor agonist As an antiasthmatic drug, it can effectively inhibit the release of allergenic substances such as histamine and prevent bronchospasm. Salbutamol has high residues in animal viscera and other organs. After people eat it, it will endanger human health and cause nausea, headache, Side effects such as dizziness, heart palpitations, and finger tremors are more harmful to patients with high blood pressure and heart disease. [0003] The salbutamol residual concentration in pork tissue is low, the sample matrix is ​​complex, and there are many interfering substances. The isotope internal standard is ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/313C07C67/307C07C69/76C07C227/08C07C227/00C07C229/38C07B59/00C07C213/08C07C215/60
CPCC07B59/001C07C67/307C07C67/313C07C69/76C07C213/08C07C227/00C07C227/08C07C229/38C07B2200/05C07C215/60
Inventor 蒋杰郑成麦丽谊罗淑雯
Owner 东莞暨南大学研究院
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