Eureka AIR delivers breakthrough ideas for toughest innovation challenges, trusted by R&D personnel around the world.

Preparation method of testosterone propionate intermediate 17 beta-hydroxyandrost-4-en-3-one

A technology of hydroxyandrosterone and testosterone propionate, which is applied in the field of preparation of pharmaceutical compound intermediates, can solve the problems of immature technology, limited production scale of fermentation method, and lack of competitive advantages, so as to reduce the refining process of ether compounds and facilitate Realize the effect of industrialization and low price

Inactive Publication Date: 2016-01-27
HUAZHONG PHARMA
View PDF2 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The fermentation method has the disadvantages of limited production scale, immature technology and no competitive advantage at this stage

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of testosterone propionate intermediate 17 beta-hydroxyandrost-4-en-3-one
  • Preparation method of testosterone propionate intermediate 17 beta-hydroxyandrost-4-en-3-one
  • Preparation method of testosterone propionate intermediate 17 beta-hydroxyandrost-4-en-3-one

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Put 400ml of methanol into the reaction bottle, stir to cool down to 0°C, add 40g of acetyl chloride dropwise while stirring to control the temperature to 0-5°C, and continue stirring at 0-5°C for 15 minutes to obtain a spare mixed solution.

[0038] 40 g of 4-androstenedione was put into the above mixed solution to carry out etherification reaction, and the reaction was stirred at 0-5° C. for 5 hours. After the reaction is completed, add the obtained etherification reaction liquid to a solution of 100 g of potassium carbonate dissolved in 3000 ml of water that has been cooled to 0-5°C in advance, and continue stirring for 30 minutes after addition, suction filtration, and water washing to obtain 61.5 etherified wet materials.

[0039] Add 600ml of methanol, 2g of sodium hydroxide dissolved in 10ml of water, and the 61.5 ether compound wet material obtained in the previous step into the reaction flask, and stir for 10 minutes. Cool down, add 6g of potassium borohydride ...

Embodiment 2

[0041] Put 800ml of methanol into the reaction bottle, stir to cool down to 0°C, add 80g of acetyl chloride dropwise while stirring to control the temperature to 0-5°C, and continue stirring at 0-5°C for 30 minutes to obtain a spare mixed solution.

[0042] 40 g of 4-androstenedione was put into the above mixed solution for etherification reaction, and the reaction was stirred at 0-5°C for 4.5 hours. After the reaction is complete, add the obtained etherification reaction liquid to a solution of 110 g of sodium carbonate dissolved in 4000 ml of water that has been pre-cooled to 0-5° C. After the addition, continue stirring for 30 minutes, filter with suction, and wash with water to obtain 61.0 g of etherified wet material.

[0043]Add 600 ml of methanol, 2 g of sodium hydroxide dissolved in 10 ml of water, and the 61.0 ether compound wet material obtained in the previous step into the reaction flask in turn, and stir for 10 minutes. Cool down, add 6.5g of sodium borohydride in...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a preparation method of testosterone propionate intermediate 17 beta-hydroxyandrost-4-en-3-one (testosterone). With 4-androstenedione as the raw material, a 3-keto protection reaction, a 17-keto reduction reaction and a 3-keto deprotection reaction are sequentially conducted to prepare testosterone propionate intermediate 17 beta-hydroxyandrost-4-en-3-one (testosterone). The technology has the advantages that reaction selectivity is high, operation is easy and convenient, industrialization is easy to achieve, the production cost is low, and the yield is high.

Description

technical field [0001] The invention relates to a method for preparing a pharmaceutical compound intermediate, in particular to a method for preparing a testosterone propionate intermediate 17β-hydroxyandrost-4-en-3-one (testosterone). Background technique [0002] Testosterone propionate, as an androgen drug, is clinically applicable to anorchidism, cryptorchidism, and male hypogonadism; gynecological diseases such as menorrhagia, uterine fibroids; senile osteoporosis and aplastic anemia, etc. 17β-Hydroxyandrost-4-en-3-one (testosterone) is an intermediate for the preparation of testosterone propionate, and also an important intermediate for the preparation of testosterone enanthate, testosterone cypionate, testosterone undecanoate and other drugs , The market application is very extensive. [0003] In the prior art, 4-androstenedione (4-androstene-3,17-dione) is used as raw material and prepared by four methods, specifically: [0004] (1) First reduce testosterone and 3-...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07J1/00
Inventor 廖俊付林曾建华魏旭力曾纬王勇
Owner HUAZHONG PHARMA
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com