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

A kind of assay method of r-3-quinuclidinol optical purity

A technology of optical purity and determination method, applied in the field of medicine and chemical industry, can solve the problems of difficult chiral chromatographic separation, lack of groups, inapplicability, etc., and achieve the effect of good peak purity and enhanced identification ability.

Active Publication Date: 2015-12-02
JINAN ASIA PHARMA TECH
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Tracing it to its cause, because (R)-3-quinuclidinol has no ultraviolet absorption on the one hand, is not suitable for routine liquid chromatography detection; Bonds, dipole-dipole interactions, π-π interactions, or steric groups that are difficult to separate by chiral chromatography

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
  • A kind of assay method of r-3-quinuclidinol optical purity
  • A kind of assay method of r-3-quinuclidinol optical purity
  • A kind of assay method of r-3-quinuclidinol optical purity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] The assay method of R-3-quinuclidinol optical purity, the steps are as follows:

[0050] (a) Preparation of samples:

[0051] (a1) Preparation of (RS)-3-quinuclidinyl p-toluenesulfonate:

[0052] Add 30mL of DCM, 5g of 3-quinuclidinol and 11.5g of TEA into a 100mL reaction flask, cool down to 0°C, slowly add 11g of p-toluenesulfonyl chloride and 30mL of DCM solution dropwise under stirring at 0-5°C, and slowly rise to to room temperature, continue to stir the reaction until TLC detects that the reaction is complete, cool down to 0°C, slowly add 30mL of water under stirring, separate layers, wash the organic layer with 50mL of water once, wash once with 50mL of saturated sodium chloride solution, dry, filter, The filtrate was concentrated until no liquid dripped out, and purified by column chromatography to obtain a yellowish solid, which was (RS)-3-quinuclidinyl p-toluenesulfonate. A total of 8 g were obtained, with a yield of 68%;

[0053] (a2) Preparation of (R)-3-q...

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
pore sizeaaaaaaaaaa
separationaaaaaaaaaa
optical purityaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of pharmaceutical chemical engineering, and in particular relates to a method for measuring the optical purity of (R)-3-quinuclidinol. The method for measuring the optical purity of (R)-3-quinuclidinol comprises the steps of (a) preparing a sample; (b) preparing a test solution; (c) preparing a chromatographic condition, and performing detection. According to the method, a precolumn derivatization chiral chromatography method is adopted to measure the optical purity of (R)-3-quinuclidinol; specifically, the precolumn derivatization method is used for enabling (RS)-3-quinuclidinol racemate and paratoluensulfonyl chloride to react to generate (RS)-3-quinuclidinol paratoluensulfonyl chloride derivative, namely quinuclidinol 3-paratoluene sulfonate; then the chiral chromatography method is used for measuring the optical purity; therefore, the technical difficulty in measurement of the optical purity of (R)-3-quinuclidinol is creatively solved.

Description

technical field [0001] The invention belongs to the technical field of medicine and chemical industry, and in particular relates to a method for measuring the optical purity of R-3-quinuclidinol. Background technique [0002] The chemical name of (R)-3-quinuclidinol is 1-azacyclo[2.2.2]octane(R)-3-ol, which is a synthetic muscarinic receptor antagonist such as solifenacin, Important intermediates of valtropate, tasalidine, etc., the structural formula of R-3-quinuclidin is as follows: . [0003] The synthesis of (R)-3-quinuclidinol is to use 3-quinuclidinone as raw material to generate (RS)-3-quinuclidinol through carbonyl reduction, and then obtain (R)-3-quinuclidinol through resolution Niclidinol, the purity of (R)-3-quinuclidinol after resolution is described by measuring the optical rotation and calculating the ee value. The method of measuring the optical rotation to calculate ee has a large error in the determination of the optical purity of (R)-3-quinuclidinol. Fi...

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 Patents(China)
IPC IPC(8): G01N30/02
Inventor 彭立增李冬梅孙建林
Owner JINAN ASIA PHARMA TECH
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