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

Preparation method of 7-phenylacetamido alkane acid

A technology of phenylacetamidoalkanoic acid and phosphate buffer solution, which can be used in fermentation and other directions, can solve problems such as high energy consumption, and achieve the effects of reduced energy consumption, obvious economic and social benefits, and simple post-processing.

Inactive Publication Date: 2017-02-15
SHAXING CHEM TAIZHOU CITY
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Involves freezing, high temperature and other operations, high energy consumption

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 7-phenylacetamido alkane acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Preparation of 7-phenylacetamidoalkanoic acid

[0024] In the reactor, add concentration is 0.05mol / L, phosphate buffer solution 300g of pH=6, penicillin potassium salt 37.2g, immobilized chloroperoxidase (CPO) 0.005mmol, under stirring, heat up to 30 ℃, Add 4.1g of hydrogen peroxide (H2O2) dropwise, react for 1 hour, take a sample for testing, after the raw material point disappears, continue to stir for 2 hours, cool down to 10°C, separate the catalyst, adjust the pH of the reaction solution to about 4 with dilute hydrochloric acid, and then cool to 0~5°C, keep warm for 2 hours, filter with suction, rinse the filter cake with an appropriate amount of water, add an appropriate amount of methanol, drain, and dry in vacuum at 50°C to obtain 30.2g of white or off-white solid, content 98.5%, yield 90.5%.

Embodiment 2

[0026] Preparation of 7-phenylacetamidoalkanoic acid

[0027] Add 300 g of pH=6 concentration of 0.05 mol / L phosphate buffer solution, 37.2 g of penicillin potassium salt, and 0.005 mmol of immobilized chloroperoxidase (CPO) into the reactor. 10.8g of tert-butyl hydroperoxide (TBHP), react for 1 hour, take a sample for detection, after the raw material point disappears, continue to stir for 2 hours, cool down to 10°C, separate the catalyst, adjust the pH of the reaction solution to about 4 with dilute hydrochloric acid, and then cool Heat at 0-5°C, keep warm for 2 hours, filter with suction, rinse the filter cake with an appropriate amount of water, add an appropriate amount of methanol, drain, and dry in vacuum at 50°C to obtain 30.1 g of white or off-white solid with a content of 98%. The rate is 90.1%.

Embodiment 3

[0029] Preparation of 7-phenylacetamidoalkanoic acid

[0030] In the reactor, add 300 g of pH=6 concentration of 0.05 mol / L citrate buffer solution, 37.2 g of penicillin potassium salt, 0.005 mmol of immobilized chloroperoxidase (CPO), and, under stirring, heat up to 30° C., drop Add 6.8g of hydrogen peroxide (H2O2), react for 1 hour, take a sample for detection, after the raw material point disappears, continue to stir for 2 hours, cool down to 10°C, separate the catalyst, adjust the pH of the reaction solution to about 4 with dilute hydrochloric acid, and then cool it to 0 ~5°C, keep warm for 2 hours, filter with suction, rinse the filter cake with an appropriate amount of water, add an appropriate amount of methanol, drain, and dry in vacuum at 50°C to obtain 28.4g of a white or off-white solid with a content of 97.5% and a yield of 85%. %.

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 a compound intermediate, and specifically relates to a preparation method of 7-phenylacetamido alkane acid. According to the preparation method, penicillin potassium salts are taken as the raw material, and an enzyme catalyst and an oxidant are added into a solvent in sequence to carry out catalytic oxidation reactions to obtain 7-phenylacetamido alkane acid. In the conventional technology, there are multiple steps; while in the provided preparation method, there is only one step, so the total reaction time is shortened, and the energy consumption is largely reduced. The reactions are carried out at a room temperature or a temperature close to the room temperature; the reaction conditions are mild, the reaction time is short, the using amount of catalyst is little; the preparation method is environment-friendly and generates little pollution; moreover, the operation is simple, the cost is low, the yield can reach 90.0%, the purity can reach 98.0%; the product quality is good, prominent economic benefits and social benefits are generated, and the preparation method is suitable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of a compound intermediate, in particular to a preparation method of 7-phenylacetamidoalkanoic acid. Background technique [0002] 7-amino-3-desacetoxy cephalosporanic acid (7-ADCA) is an important intermediate of semi-synthetic cephalosporins, and there are more than ten varieties of cephalosporins synthesized with it, while 7- Phenylacetaminoalkanoic acid is a key intermediate for the preparation of cephalosporin intermediate 7-ADCA, which is prepared from penicillin industrial salt. [0003] Most of the literature reports on the intermediates of 7-phenylacetamidoalkanoic acid are to obtain penicillin sulfoxide ester through esterification of penicillin sulfoxide, and then to obtain 7-phenylacetamidoalkanoic acid through catalytic ring expansion and hydrolysis. At present, hexamethyldisilazide (BSU) is widely used in industry as the carboxyl protecting agent in the synthesis process of 7-phenylacetamidoa...

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): C12P35/00
CPCC12P35/00
Inventor 王文秀吴金跃
Owner SHAXING CHEM TAIZHOU CITY
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