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Preparation method of testosterone propionatete

A technology of testosterone propionate and propionic anhydride, which is applied in the field of drug preparation, can solve the problems of low yield, large impurities, and large waste water, and achieve the effects of high purity, high product quality and yield, and low environmental pollution

Active Publication Date: 2020-11-03
ZHEJIANG SHENZHOU PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In order to solve the problems of large impurities, low yield, and a lot of waste water in the preparation process of testosterone propionate in the prior art, the invention provides a green and environment-friendly preparation method of testosterone propionate

Method used

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  • Preparation method of testosterone propionatete
  • Preparation method of testosterone propionatete
  • Preparation method of testosterone propionatete

Examples

Experimental program
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Effect test

example 1

[0021] The preparation of example 1 testosterone propionate

[0022] Under nitrogen atmosphere, put 10g of testosterone (17β-hydroxyandrost-4-en-3-one) into 10ml of dichloromethane, add 1ml of pyridine, 5g of 4-dimethylaminopyridine (DMAP), add 10ml of propionic anhydride , keep warm at 20°C until the reaction is complete, add water, separate layers, wash with water, concentrate, filter, and dry to obtain 11.1 g of testosterone propionate, with a yield of 111% and a purity of 98.9%.

example 2

[0023] The preparation of example 2 testosterone propionate

[0024] Under argon atmosphere, put 10g of testosterone (17β-hydroxyandrost-4-en-3-one) into 100ml of dichloroethane, add 100ml of triethylamine, 10g of 4-dimethylaminopyridine (DMAP) , add 50ml of propionic anhydride, keep warm at 50°C until complete reaction, add water, separate layers, wash with water, concentrate, filter, dry to obtain 11.2g of testosterone propionate, yield 112%, purity: 98.8%.

example 3

[0025] The preparation of example 3 testosterone propionate

[0026] Under a helium atmosphere, put 10g of testosterone (17β-hydroxyandrost-4-en-3-one) into 200ml of dichloromethane, add 50ml of diisopropylethylamine, 0.01g of 4-dimethylaminopyridine (DMAP), add 4.5ml propionic anhydride, keep warm at 80°C until complete reaction, add water, separate layers, wash with water, concentrate, filter, dry to obtain 11.1g of testosterone propionate, yield 111%, purity: 98.7%.

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Abstract

The invention discloses a preparation method of testosterone propionate, and belongs to the technical field of medicine preparation and processing. According to the method, testosterone is used as a raw material, under the catalytic action of a catalyst, organic alkali is used as an acid-binding agent to be subjected to esterification reaction with propionic anhydride, and testosterone propionateis obtained. In the invention, the use of expensive and toxic acyl chloride is avoided, and the used solvent is non-water-soluble, so that after the reaction is finished, the product can be directly extracted in a layered manner, water does not need to be added to separate out the product, the use amount of water is reduced, the solvent can be recycled, and the whole process is more environment-friendly; in addition, the reaction product is high in purity and easy to purify, the product quality yield is higher than 110%, and the method is suitable for industrial large-scale production and hasgood economic benefits.

Description

technical field [0001] The invention relates to the technical field of medicine preparation, in particular to a preparation method of testosterone propionate. Background technique [0002] Testosterone propionate is an androgen drug, clinically applicable to anorchidism, cryptorchidism, male hypogonadism; gynecological diseases such as menorrhagia, uterine fibroids; senile osteoporosis and aplastic anemia, etc. [0003] The traditional preparation method of testosterone propionate is to use testosterone as raw material, add propionic anhydride in the solvent pyridine, react at about 60°C for 6 hours, add a large amount of water for water analysis, filter to obtain the crude testosterone propionate, and then refine it in ethyl acetate Get Testosterone Propionate Premium. This method uses pyridine as a solvent, and after the reaction is completed, the water precipitates out the material, the production cost is relatively high, and a large amount of waste water is generated, w...

Claims

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Application Information

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IPC IPC(8): C07J1/00
CPCC07J1/0025
Inventor 黄橙橙邵振平王友富王荣王炳乾王洪福雷灵芝
Owner ZHEJIANG SHENZHOU PHARMA
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