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

A kind of synthetic method of taurocholic acid

A technique for synthesizing taurocholic acid, which is applied in the fields of steroids and organic chemistry, can solve the problems of unsuitability for industrial production, complicated process, and high cost, and achieve the effects of facilitating industrial production, simple synthesis method, and low production cost

Active Publication Date: 2016-01-20
ZHONGSHAN BAILING BIOTECHNOLOGY CO LTD
View PDF2 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, most of taurocholic acid is directly extracted from animal bile, and the yield of this method is low, the purity is not high, and the economic benefit of industrial production is not ideal; The yield of cholic acid is relatively low, which is not suitable for industrial production

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] A kind of synthetic method of taurocholic acid of the present invention comprises the following steps:

[0022] A. Mix and stir 20kg of cholic acid and 200L of acetone to cool down to 30°C, add 10L of triethylamine, stir evenly, add 7L of ethyl chloroformate dropwise below 30°C, after the dropwise addition, react for 1 hour, and filter to obtain the filtrate;

[0023] B. Add the filtrate in step A to a solution composed of 6.86kg taurine and 40ml water, adjust the pH to 7-11 with an organic base, then react at 20°C for 3h, after the reaction is completed, filter to obtain the filtrate;

[0024] C. Use 10% hydrochloric acid to adjust the pH of the filtrate in step B to below 1, concentrate to dryness in vacuum at 40°C, add 10L of methanol to dissolve in temperature, add 10L of acetone and stir evenly, cool down to 0°C to crystallize, crystallize for 48 hours, complete filtration, filter The cake was washed with 1L of acetone and drained, and the filter cake was vacuum-dr...

Embodiment 2

[0026] A kind of synthetic method of taurocholic acid of the present invention comprises the following steps:

[0027] A. Mix 20kg of cholic acid and 100L of acetone, stir and cool down to 10°C, add 5L of a mixture of triethylamine and diethylamine, after stirring evenly, add 1.8L of ethyl chloroformate dropwise below 30°C, after the dropwise addition is complete, the reaction 2h, filtered to obtain the filtrate;

[0028] B. Add the filtrate in step A to a solution composed of 6.86kg taurine and 40ml water, adjust the pH to 7-11 with an organic base, then react at 30°C for 4h, after the reaction is completed, filter to obtain the filtrate;

[0029] C. Use 20% hydrochloric acid to adjust the pH of the filtrate in step B to below 1, concentrate in vacuo at 50°C to dryness, add 10L of methanol to heat up and dissolve, add 10L of acetone and stir evenly, cool down to -3°C to crystallize, crystallize for 48 hours, and complete the filtration. The filter cake was washed with 1L of ...

Embodiment 3

[0031] A kind of synthetic method of taurocholic acid of the present invention comprises the following steps:

[0032] A. Mix 20kg of cholic acid and 300L of acetone, stir and cool down to -10°C, add 15L of a mixture of triethylamine, diethylamine, tert-butylamine, and methylamine, and after stirring evenly, add 10.6L of ethyl chloroformate dropwise below 30°C , the dropwise addition was completed, reacted for 3h, and filtered to obtain the filtrate;

[0033] B. Add the filtrate in step A to a solution composed of 6.86kg taurine and 40ml water, adjust the pH to 7-11 with an organic base, then react at 25°C for 5h, after the reaction is completed, filter to obtain the filtrate;

[0034] C. Use 30% hydrochloric acid to adjust the pH of the filtrate in step B to below 1, concentrate in vacuo at 65°C to dryness, add 12L of methanol to heat up and dissolve, add 12L of acetone and stir evenly, cool down to -5°C to crystallize, crystallize for 48 hours, and complete the filtration. ...

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 discloses a synthetic method of taurocholic acid. The method comprises the following steps: A, mixing and stirring cholic acid with acetone and cooling to -10 to 30 DEG C, adding organic alkali, dripping ethyl chloroformate below 30 DEG C after evenly stirring, reacting for 1-3 hours after dripping is finished, and filtering to obtain filtrate; B, adding the filtrate in the step A to a solution formed by taurine and water, adjusting the pH to 7-11 by using organic alkali, then reacting at 20-30 DEG C for 3-5 hours, and filtering to obtain filtrate after reaction is finished; C, adjusting the pH of the filtrate in the step B to below 1 by using 10-30% of hydrochloric acid, concentrating in vacuum at 40-65 DEG C to dry, adding methanol, heating for dissolving, adding acetone to evenly stir, and cooling to -5 to 0 DEG C for crystallizing; filtering after crystallization is finished; washing a filter cake by acetone, draining and drying in vacuum. The invention aims at providing the synthetic method of taurocholic acid, which is simple in technology, relatively low in production cost, high in yield of taurocholic acid, and convenient for industrial production.

Description

technical field [0001] The invention relates to a synthesis method of taurocholic acid, that is, a synthesis method of 3α, 7α, 12α-trihydroxy-5β-cholestane-24-carboxylic acid-24-taurine amide, belonging to the field of organic chemical synthesis. Background technique [0002] Taurocholic acid (TCA) is the main bile acid in bovine bile and one of its active ingredients. It is a conjugated bile acid formed by the combination of cholic acid and taurine, with a molecular weight of 515.6. TCA is white powder, no odor, soluble in water. TCA widely exists in the bile of cattle, sheep, snakes, rabbits and other animals, and is an important active ingredient. Its pharmacodynamic studies have shown that the substance has the effects of promoting choleresis, antitussive, expectorant, and asthma, and at the same time has bactericidal and anti-inflammatory effects. It also has an impact on the cardiovascular system, can lower blood pressure, reduce the amplitude and frequency of cardi...

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): C07J41/00
Inventor 黄文军张和平刘杰刘骅曾湘华梁待亮沈惠宾周海香阮宇峰王明宗
Owner ZHONGSHAN BAILING BIOTECHNOLOGY CO LTD
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