Preparation method of phenylephrine

A technology of phenylephrine and reaction, applied in the direction of fermentation, etc., can solve the problems of low product yield, low enantiomeric excess ee value, and difficult precipitation of crystals in debenzylated products

Active Publication Date: 2012-11-14
SYNCOZYMES SHANGHAI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, phenylephrine is only R-type 3-(2-(N-methylamino)-1-hydroxyl)phenol, so the preparation by chemical method also requires a complicated resolution process (the resolution process causes waste of resources, Severe pollution, etc.), and high-pressure hydrogenation reaction is required, the debenzylation product obtained at

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-4

[0028] Example 1-4, for the preparation of 3-((R)-2-(N-benzyl-N-methylamino)-1-hydroxy)phenol;

Embodiment 5-6

[0029] Embodiment 5-6, for making phenylephrine;

Embodiment 1

[0031] Put 114g of substrate, 228g of D-glucose, 12g of ketoreductase KRED185 (Shangke Biomedicine (Shanghai) Co., Ltd.) and GDH105 of glucose dehydrogenase (Shangke Biomedicine (Shanghai) Co., Ltd. ) Co) 18g, reduced coenzyme II (NADP, Roche) 0.05g, sodium dihydrogen phosphate (NaH 2 PO 4 ·H 2 O) 10.68g, disodium hydrogen phosphate (Na 2 HPO 4 12H 2 O) 11.28g, add 900ml deionized water. Set the temperature at 30°C, control the pH of the reaction system online to 6, start stirring at 160 rpm, react for 10 hours, and start HPLC monitoring. If the substrate has reacted completely, stop it; if the substrate has not reacted completely, continue until the reaction is complete. After confirming that the conversion of the substrate is complete, solid impurities and enzymes are removed by microfiltration and ultrafiltration. Control the temperature of the filtrate at 20°C, adjust the pH to 9.3 accurately with liquid caustic soda, a large number of yellowish solids precipitate, s...

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PUM

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Abstract

The invention provides a biological and chemical combined method for preparing phenylephrine. According to the method, on one hand, a biological catalyst is adopted for preparing the phenylephrine and the reaction is mild; and on the other hand, 1-(3-hydroxyphenyl)-2-(methyl (phenylmethyl) amino) ethanone with lower price is taken as raw material.

Description

technical field [0001] The invention relates to a preparation method of phenylephrine. Background technique [0002] Phenylephrine (phenylephrine), also known as phenylephrine, its chemical name is 3-(2-(N-methylamino)-1-hydroxy)phenol. It is often used clinically for paroxysmal supraventricular tachycardia, which can slow down the heart rate by constricting blood vessels and increasing blood pressure to excite the vagus nerve reflex. [0003] Synthetic methods of phenylephrine include chemical and biological methods. [0004] The chemical method mainly adopts the reduction of 2-(N-benzyl-N-methylamino)-1-(3-hydroxy)acetophenone to obtain racemic 3-(2-(N-methylamino)-1- hydroxy) phenol. However, phenylephrine is only R-type 3-(2-(N-methylamino)-1-hydroxyl)phenol, so the preparation by chemical method also requires a complex resolution process (the resolution process causes waste of resources, Severe pollution, etc.), and high-pressure hydrogenation reaction is required, ...

Claims

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Application Information

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IPC IPC(8): C12P13/00
Inventor 王波孙勇文军
Owner SYNCOZYMES SHANGHAI
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