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Preparation method of mestanolone

A technology for mexiongnandrolone and compounds, applied in the field of mexiongnandrolone preparation, can solve the problems of low product purity, high product price, complex production process, etc., and achieve the effect of high purity, less pollutants, and less raw materials

Inactive Publication Date: 2017-12-01
ZHEJIANG PURUI PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

With the development of society, the demand for maxionandrolone is increasing. At present, the production process of maxiong nandrolone is complicated, and the purity of the products produced is low, resulting in high product prices.

Method used

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  • Preparation method of mestanolone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] In the embodiment of the present invention, a preparation method of myandrolone, the structural formula of myandrolone is as follows:

[0025] Its specific preparation method is as follows:

[0026] (1) Compound I generates compound II with cyano group with acetone cyanohydrin or sodium cyanide. This reaction is generally under alkaline conditions, using potassium carbonate, sodium carbonate, triethylamine or sodium hydroxide to make compound I Solution pH = 8, temperature 30 degrees Celsius;

[0027] (2) Adjust the solution of Compound II to be acidic first, and return it with ethylene glycol and triethyl orthoformate to form a ketal. The adjusting reagent for acidic conditions is PTS, etc., and the solvent for Compound II is boron trifluoride acetic acid solution, etc. ; Then adjust the solution to be strongly alkaline, pH ≥ 13, to remove the cyano group to form the compound III of 3-ketal-17 ketone group;

[0028] (3) Add catalyst and hydrogen to the solution of ...

Embodiment 2

[0033] In the embodiment of the present invention, a preparation method of myandrolone, the structural formula of myandrolone is as follows:

[0034] Its specific preparation method is as follows:

[0035] (1) Compound I generates compound II with cyano group with acetone cyanohydrin or sodium cyanide. This reaction is generally under alkaline conditions, using potassium carbonate, sodium carbonate, triethylamine or sodium hydroxide to make compound I Solution pH=9, temperature 35 degrees Celsius;

[0036] (2) Adjust the solution of Compound II to be acidic first, and return it with ethylene glycol and triethyl orthoformate to form a ketal. The adjusting reagent for acidic conditions is PTS, etc., and the solvent for Compound II is boron trifluoride acetic acid solution, etc. ; Then adjust the solution to be strongly alkaline, pH ≥ 13, to remove the cyano group to form the compound III of 3-ketal-17 ketone group;

[0037] (3) Add catalyst and hydrogen to the solution of co...

Embodiment 3

[0042] In the embodiment of the present invention, a preparation method of myandrolone, the structural formula of myandrolone is as follows:

[0043] Its specific preparation method is as follows:

[0044] (1) Compound I generates compound II with cyano group with acetone cyanohydrin or sodium cyanide. This reaction is generally under alkaline conditions, using potassium carbonate, sodium carbonate, triethylamine or sodium hydroxide to make compound I Solution pH=10, temperature 40 degrees Celsius;

[0045] (2) Adjust the solution of Compound II to be acidic first, and return it with ethylene glycol and triethyl orthoformate to form a ketal. The adjusting reagent for acidic conditions is PTS, etc., and the solvent for Compound II is boron trifluoride acetic acid solution, etc. ; Then adjust the solution to be strongly alkaline, pH ≥ 13, to remove the cyano group to form the compound III of 3-ketal-17 ketone group;

[0046] (3) Add catalyst and hydrogen to the solution of c...

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Abstract

The invention discloses a preparation method of mestanolone. The structural formula of the mestanolone is as shown in the specification. The specific preparation method comprises the following steps of (1) generating a compound II with cyan from a compound I and acetone cyanohydrin or sodium cyanide; (2) adjusting a solution of the compound II into acidity, tracking ethylene glycol and triethyl orthoformate into ketal, adjusting the solution into strong basicity to form a compound III; (3) adding a catalyst and hydrogen to the solution of the compound III to generate a compound IV; (4) putting the compound IV into a container and dissolving by using tetrahydrofuran, dropping a Grignard reagent of methylmagnesium chloride or methyl magnesium bromide to obtain a compound V; and (5) elutriating the compound V in the same container under an acid condition to obtain 3-ketal, namely mestanolone. Chemical production of the mestanolone is achieved by adopting the simplest process, the required raw materials are few, the pollutants are few, meanwhile, the produced mestanolone is high in purity and the relative yield is increased.

Description

technical field [0001] The invention relates to the field of pharmacy, in particular to a preparation method of metandrolone. Background technique [0002] Minandrolone, also known as mesterolone, methyldihydrotestosterone, androstanolone, is used for the treatment of male hypogonadism and spermatozoa infertility. With the development of the society, the demand for maxiong nandrolone is increasing. At present, the production process of maxiong nandrolone is complicated, and the purity of the products produced is low, resulting in high product prices. Contents of the invention [0003] The object of the present invention is to provide a kind of preparation method of methandrolone, to solve the problems raised in the above-mentioned background technology. [0004] To achieve the above object, the present invention provides the following technical solutions: [0005] A preparation method of myandrolone, the structural formula of said myandrolone is as follows: [0006] I...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J1/00
CPCC07J1/0037
Inventor 徐润星张学忠王锦凯
Owner ZHEJIANG PURUI PHARMA
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