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

Synthesis method of single optical isomer nitrendipine

A synthesis method, photoisomerization technology, applied in the direction of organic chemistry, etc.

Inactive Publication Date: 2005-08-10
JIAXING UNIV
View PDF0 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Synthesized in the above-mentioned documents are all racemic nitrendipine, and the method for chiral catalytic synthesis of optically active single isomer nitrendipine has not been reported

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
  • Synthesis method of single optical isomer nitrendipine
  • Synthesis method of single optical isomer nitrendipine
  • Synthesis method of single optical isomer nitrendipine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0008] The synthesis method of this single optical isomer nitrendipine is as follows: using absolute ethanol as a solvent, 2-(3-nitro)benzylidene acetoacetate and β-aminocrotonic acid methyl ester are in the chiral phase. In the presence of the transfer catalyst quinine benzyl ammonium bromide, a stereoselective condensation reaction is performed to obtain the product.

[0009] The reaction formula is as follows:

[0010]

[0011] The specific synthesis example is: add 20ml of absolute ethanol, 13.2g (0.05mol) of ethyl 2-(3-nitrobenzylidene)acetoacetate (II), methyl β-aminocrotonate ( I) 5.75g (0.05mol), 0.13g of quinine benzylammonium bromide (IV), stirred and refluxed for reaction, the temperature was controlled at 78°C, and the reaction time was 4 hours. After the reaction, the reaction solution was distilled under reduced pressure to evaporate part of the ethanol. The reaction solution was frozen for 3 hours and filtered with suction to obtain yellow crystals, which were rec...

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

PropertyMeasurementUnit
specific rotationaaaaaaaaaa
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
Login to View More

Abstract

A process for synthesizing the simple optical isomer nitrendipine features that under existance of quinine-ammonium benzylbromide as chiral phase-transfer catalyst, 2-(3-nitrobenzilidene) ethyl acetylacetate and beta-methyl amino crotonate take part in stereoselective condensating reaction in absolute alcohol to obtain target product.

Description

Technical field [0001] The invention relates to 2,6-dimethyl-4-(3-nitro)phenyl-1,4-dihydropyridine-3-carboxylic acid ethyl ester-5-methyl formate (referred to as Nitrendipine) Synthetic method, a synthetic method of a single optical isomer nitrendipine. Background technique [0002] 2,6-Dimethyl-4-(3-nitro)phenyl-1,4-dihydropyridine-3-carboxylic acid ethyl ester-5-carboxylic acid methyl ester (nitrendipine), also known as "nitrendipine" (hereinafter Abbreviated as Nitrendipine), is a dihydropyridine calcium antagonist, clinically mainly used for the treatment of primary and secondary hypertension, but also has the effect of treating other cardiovascular diseases. The appearance is bright yellow crystal or crystalline powder. The structure of Nitrendipine means that it contains a chiral carbon and there are two enantiomers. For chiral drugs, there have been many reports on other examples where the physiological activities of the two isomers are significantly different. Single chir...

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): C07D211/90
Inventor 吴建一
Owner JIAXING UNIV
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