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Synthesis method of L-dopa methyl ester hydrochloride

A technology of levodopa methyl ester and synthesis method, which is applied in the fields of chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., and can solve the problem of LDME toxicity, etc.

Inactive Publication Date: 2015-09-30
李玉山
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There was no clinical or laboratory evidence of LDME toxicity during the trial and at subsequent 6-month follow-up assessments

Method used

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  • Synthesis method of L-dopa methyl ester hydrochloride
  • Synthesis method of L-dopa methyl ester hydrochloride
  • Synthesis method of L-dopa methyl ester hydrochloride

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Embodiment Construction

[0015] The synthetic route of the present invention is as follows:

[0016]

[0017]

[0018] 1. The preparation of 2-amino-3-(3,4-dimethoxyphenyl)propanamide was equipped with mechanical stirring, thermometer, 500mL four-neck round bottom flask with drying tube and reflux condenser, adding 20g Veratrone and 30g sodium hydroxide, 10g potassium chloride and 90mL concentrated ammonia water, add 23g triethylbenzyl ammonium chloride under stirring, cool to 0-5°C, feed ammonia gas, and keep the reaction at 0-5°C Left and right, place at room temperature for 24 hours, then stir for 3 hours, add 200mL of water and stir thoroughly, extract the aqueous layer with ethyl acetate for 3-5 times, combine the ethyl acetate extracts, recover the ethyl acetate solvent under reduced pressure, and extract the concentrate under reduced pressure Dry to obtain viscous matter, add a small amount of dichloromethane, heat and stir to dissolve, filter after cooling to obtain crude 2-amino-3-(3,4-...

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Abstract

The invention relates to a synthesis method of L-dopa methyl ester hydrochloride, which comprises the following steps: by using veratone as a raw material, carrying out amidation to obtain 2-amino-3-(3,4-dimethoxyphenyl)propanamide, carrying out amide oxidation into carboxy group to obtain 2-amino-3-(3,4-dimethoxyphenyl)propionic acid, removing methoxy group to obtain 2-amino-3-(3,4-dihydroxyphenyl)propionic acid, and finally, carrying out methyl ester conversion and acidification to obtain the target product 2-amino-3-(3,4-dimethoxyphenyl)alanine methyl ester hydrochloric acid. The method has the advantages of accessible reaction raw materials, ingenious technique concept, simple steps and no use of virulent reagents, is simple to operate, conforms to the requirements for green chemical industry, and is suitable for industrial production.

Description

technical field [0001] The invention relates to a method for synthesizing levodopa methyl ester hydrochloride. Background technique [0002] Levodopa Methyl Ester Hydrochloride, L-3,4-dihydroxyphenylalanine methyl ester hydrochloride, L-3,4-dihydroxyphenylalanine methyl ester hydrochloride. Fraction: C 10 h 13 NO 4 .ClH, molecular weight: 247.68, CASNo.1421-65-4L-Tyrosine, 3-hydroxy-, methylester, hydrochloride; MethylL-DOPAhydrochloride; Alanine, 3-(3,4-dihydroxyphenyl)-, methylester, hydrochloride; Alanine, 3-(3,4-dihydroxyphenyl)-,methyl ester,hydrochloride; L-Tyrosine,3-hydroxy-,methyl ester,hydrochloride;3,4-Dihydroxyphenyl-L-alaninemethylesterhydrochloride;MethylL-3-(3,4- dihydroxyphenyl)alaninate hydrochloride. The structural formulas of veratrone and levodopa methyl ester hydrochloride are as follows: [0003] [0004] Levodopa methyl ester hydrochloride capsules have been developed by the Italian Chiesi company (Chiesi Farmaceutici spa, IT) and launched in ...

Claims

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Application Information

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IPC IPC(8): C07C229/36C07C227/18C07C227/32
Inventor 李玉山
Owner 李玉山
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