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

Preparation method of R-(+)-dihydrolipoic acid

A technology of dihydrolipoic acid and lipoic acid, applied in the direction of mercaptan preparation, organic chemical method, organic chemistry, etc., to achieve the effect of promotion in the field of biomedicine, simple preparation method, and easy industrialization

Inactive Publication Date: 2020-07-07
JIANGSU TOHOPE PHARMA
View PDF5 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, there are few reports on the known preparation and separation techniques that can stably obtain R-(+)-dihydrolipoic acid. If an industrialized production line that can prepare and separate R-(+)-dihydrolipoic acid in large quantities can be found, This will be a valuable contribution to the field of biomedicine

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 R-(+)-dihydrolipoic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Add 100.0g R-lipoic acid, 3.0g 10% Pd / C, 200.0g methanol to a reaction flask, start stirring after adding, and start slowly adding 25% sodium hydroxide solution to adjust the pH of the mixed system to 7- 8. Then pass in nitrogen to replace the air in the reaction system 3 times, and then pass in hydrogen to replace the nitrogen in the system 3 times, and then control the reaction system at 27-32°C until the end of the reaction, filter, and use 10.0g for the filter cake After washing with methanol, drain off, and collect the filtrate.

[0025] Place the filtrate obtained above in a suitable reactor, start stirring, and start slowly adding concentrated hydrochloric acid to adjust the pH to 5.0-6.5, then add 8.0g activated carbon and 5.0g diatomaceous earth, keep at room temperature and stir for 1 hour. After filtration, the filter cake was washed with 10.0 g methanol, the filtrate was collected, and the solvent was removed from the filtrate under reduced pressure to obtain c...

Embodiment 2

[0028] Add 100.0g R-lipoic acid, 3.0g Raney nickel, and 200.0g methanol to a reaction flask. After the addition, start stirring and start slowly adding 25% sodium hydroxide solution to adjust the pH of the mixed system to 7-8. Then pass in nitrogen to replace the air in the reaction system 3 times, and then pass in hydrogen to replace the nitrogen in the system 3 times, then control the reaction system at 27-32°C until the end of the reaction, filter, and wash the filter cake with 10.0g methanol After draining, collect the filtrate.

[0029] Place the filtrate obtained above in a suitable reactor, start stirring, and start slowly adding concentrated hydrochloric acid to adjust the pH to 5.0-6.5, then add 8.0g activated carbon and 5.0g diatomaceous earth, keep at room temperature and stir for 1 hour. After filtration, the filter cake was washed with 10.0 g methanol, the filtrate was collected, and the solvent was removed from the filtrate under reduced pressure to obtain crude R-(...

Embodiment 3

[0032] Add 100.0g R-lipoic acid, 3.0g 10% Pd / C, 200.0g ethanol to a reaction flask, start stirring after adding, and start slowly adding 25% sodium hydroxide solution to adjust the pH value of the mixed system to 7- 8. Then pass in nitrogen to replace the air in the reaction system 3 times, and then pass in hydrogen to replace the nitrogen in the system 3 times, and then control the reaction system at 27-32°C until the end of the reaction, filter, and use 10.0g for the filter cake After washing with ethanol, drain it and collect the filtrate.

[0033] Place the filtrate obtained above in a suitable reactor, start stirring, and start slowly adding concentrated hydrochloric acid to adjust the pH to 5.0-6.5, then add 8.0g activated carbon and 5.0g diatomaceous earth, keep at room temperature and stir for 1 hour. After filtering, the filter cake was washed with 10.0 g of ethanol, the filtrate was collected, and the filtrate was decompressed to remove the solvent to obtain crude R-(+)...

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 relates to a preparation method of R-(+)-dihydrolipoic acid, which comprises the following steps: by using R-lipoic acid as a starting raw material, carrying out Pd / H2 reduction and concentration to obtain a crude product, and finally refining the crude product to obtain the target product. The preparation method of the R-(+)-dihydrolipoic acid is simple and convenient in process, high in selectivity, single in product, short in period, low in production cost and easy to realize industrial production.

Description

Technical field [0001] The invention belongs to the field of medicinal chemistry, and specifically relates to a method for preparing R-(+)-dihydrolipoic acid. Background technique [0002] R-(+)-Dihydrolipoic acid, also known as dextrodihydrolipoic acid, has the structure shown in formula (I), its molecular formula is C8H16O2S2, and its molecular weight is 208.33. R-(+)-dihydrolipoic acid is naturally occurring An important substance in cell metabolism, it is usually produced through the conversion of R-lipoic acid during normal metabolic activities. Some studies have shown that R-(+)-dihydrolipoic acid is a more effective antioxidant and chelating agent than R-lipoic acid. [0003] [0004] At present, there are few reports on the known preparation and separation process that can stably obtain R-(+)-dihydrolipoic acid. If an industrial production line that can produce and separate R-(+)-dihydrolipoic acid in large quantities can be found, This will be a valuable contribution to ...

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): C07C319/06C07C323/52
CPCC07B2200/07C07C319/06C07C323/52
Inventor 陆惠刚龚利锋袁跃华
Owner JIANGSU TOHOPE PHARMA
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