Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for producing diene sterone

A technology of diensterone and diene, which is applied in the field of preparation of diensterone, can solve the problems of difficult reuse of E component, low yield, high cost, etc., so as to avoid difficulty in product purification, high reaction yield, and reduce The effect of production costs

Inactive Publication Date: 2008-06-11
邵阳市科瑞化学品有限公司
View PDF4 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, existing technologies, such as US Patent EP 0447706A1, US 20050085452A1, and WO2004 / 094450A1, provide methods for preparing diensterone. In the diensterone prepared by these methods, Z≤15%, which needs repeated refining. And through column chromatography to make Z ≥ 50%, like this, the yield is low, the cost is high, and the separated E component is difficult to reuse

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
  • Method for producing diene sterone
  • Method for producing diene sterone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Preparation of pregna-5,17(20)-diene-3,16-diol:

[0024] In a 250mL three-necked flask, 200mL of absolute ethanol, pregna-16,17-epoxy-5-en-3-hydroxyl-20-one (10.0g, 30mmol), sodium hydroxide (2.0g, 50mmol) were added, Stir, heat up to 78°C to dissolve, then slowly add hydrazine hydrate (20.0g, 320mmol) with a mass percentage of 80% into the system dropwise at 80°C under reflux, the dropwise addition is completed in about 30 minutes, and then the system continues under reflux at 80°C Stir the reaction for 2 hours until the reaction is complete (TLC detection), then pour the mixture in the system into 1000mL of water, a large amount of white solid is precipitated, filter, the filter cake is fully washed with water until neutral, and dried to obtain pregna-5,17(20) - Diene-3,16-diol Z&E (9g, yield: 90%, Z≥E)

[0025] Preparation of pregna-4,17(20)-diene-3,16-dione:

[0026] Add 800 mL of toluene, cyclohexanone (80 g, 816 mmol), pregna-5,17(20)-diene-3,16-diol (10 g, 31 m...

Embodiment 2

[0029] Using the same method as in Example 1, wherein the catalyst is potassium carbonate (3 g, 22 mmol), the reaction temperature in step (1) is 0° C., and the reaction time is 20 hours.

[0030] Pregna-4,17(20)-diene-3,16-dione Z&E (8.9 g, yield: 89%, Z≧E) was obtained.

Embodiment 3

[0032] Adopt the method identical with embodiment 1, wherein, catalyst adopts sodium phosphate, add-on is (4g, 24mmol), the reaction temperature of step (1) is 50 ℃, and the reaction time is 10 hours.

[0033] Pregna-4,17(20)-diene-3,16-dione Z&E (8.8 g, yield: 88%, Z≧E) was obtained.

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 diene sterone, which comprises (1), reacting pregna-16, 17-epoxy-5-ene-3-hydroxy-20-ketone with water via hydrazine hydrate reaction in solvent with the presence of catalyst at catalytic amount, collecting pregna-5, 17(20)-diene-3, 16-glycol for reaction product, while the catalyst is one of hydroxide, phosphate, carbonate or organic alkali of alkali metal or alkali earth metal, (2), reacting pregna-5, 17(20)-diene-3, 16-glycol with cyclohexanone in the presences of aluminum isopropoxide and solvent, collecting pregna-4, 17(20)-diene-3, 16-diketone for reaction product. The inventive product has same Z-E ratio as natural extract, with simple operation, high yield, low cost, simple post treatment and good industrialization prospect.

Description

technical field [0001] The present invention relates to a method for preparing diensterone. Background technique [0002] The English common name of diensterone: Gugglsterone; chemical name: pregna-4,17(20)-diene-3,16-dione. [0003] Diensterone (gugglsterones Z&E) is a steroid hormone extracted from a plant in India at first, and has two isomers of Z and E formulas (Z≥E). [0004] Diensterone is used as a food additive and health product to reduce animal fat, increase muscle, and reduce blood fat and cholesterol. [0005] At present, existing technologies, such as US Patent EP 0447706A1, US 20050085452A1, and WO2004 / 094450A1, provide methods for preparing diensterone. In the diensterone prepared by these methods, Z≤15%, which needs repeated refining. Only through column chromatographic separation can Z>=50%. In this way, the yield is low, the cost is high, and the separated E component is difficult to reuse. Contents of the invention [0006] The object of the prese...

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): C07J13/00
Inventor 左前进刘喜荣羊向新
Owner 邵阳市科瑞化学品有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap 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