Preparation method for methyltestosterone

A methyltestosterone and ketone-based technology, applied in the field of chemical pharmacy, can solve the problems that etherification reaction is not easy to control, the purity of intermediate etherification products is not high, etc., so as to reduce the purification process of etherate, ensure operation safety and low production cost. Effect

Inactive Publication Date: 2016-02-03
HUAZHONG PHARMA
View PDF1 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] In the synthesis process of methyltestosterone, because the etherification reaction is not easy to control, the purity of the etherification product of the intermediate is not high

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 for methyltestosterone
  • Preparation method for methyltestosterone
  • Preparation method for methyltestosterone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] 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.

[0036] 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.

[0037] Add 18g of magnesium chips, 400ml of tetrahydrofuran, and 0.1g of iodine pellets into the reaction flask, stir and heat up to 40°C, start feeding in methylene chloride at 40°C to 45°C until the reaction of magnesium chips is complete, and ...

Embodiment 2

[0040] 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.

[0041] 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.

[0042] Add 18g of magnesium chips, 400ml of tetrahydrofuran, and 0.1g of iodine pellets into the reaction flask, stir and heat up to 40°C, start feeding in methylene chloride at 40°C to 45°C until the reaction of magnesium chips is complete, and continue to...

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 for methyltestosterone. According to the preparation method, methyltestosterone is prepared by taking androstenedione as a raw material and successively performing position-3 keto protection reaction, grignard addition reaction, position-3 keto deprotection and position-17 hydrolysis reaction. The technology possesses the characteristics of being high in reaction selectivity, high in operation safety, simple and easily-realizable for industrialization, low in production cost, high in yield, applicability to industrial large-scale production.

Description

technical field [0001] The invention belongs to the field of chemical pharmacy, and in particular relates to a preparation method of a steroidal compound methyltestosterone as a bulk drug. Background technique [0002] Methyltestosterone, as an androgen drug, is clinically applicable to promoting the development of male sexual organs and secondary sexual characteristics and maintaining their normal functions; female functional uterine bleeding and migratory breast cancer, etc. The steroidal compound is also an important intermediate for the preparation of various drugs such as methandrosterone and 4-chloromeandrosterone, and is widely used in the market. [0003] In the prior art, 4-androstenedione (4-androstene-3,17-dione) is used as raw material, and the following two methods are used for preparation, specifically: [0004] (1) Methyltestosterone is prepared by 17-position cyanation, ethylene glycol protection of 3-position keto group, removal of 17-position cyano group, ...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07J1/00
Inventor 廖俊付林曾建华魏旭力曾纬刘玉亭
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
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap