A method for preparing weight-loss drug orlistat

A technology of orlistat and statin, which is applied in the field of preparation of weight-loss drug orlistat, can solve the problems of harsh hydrogenation reaction conditions and low yield, and achieve high reaction yield, less reaction by-products, and simple post-treatment Effect

Inactive Publication Date: 2018-11-20
徐敏 +1
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to overcome the harsh hydrogenation reaction conditions and low yield defects in the existing preparation of orlistat, and provide a method for preparing orlistat with mild conditions, simple steps and high yield

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 method for preparing weight-loss drug orlistat

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Preparation of orlistat

[0021] First, the reaction flask was replaced with nitrogen three times, then 10 g of niborestatin and 0.11 g of iron pentacarbonyl were added to tetrahydrofuran at room temperature, and then heated to 50°C, keeping the temperature, and 3.1 g of hydrazine hydrate was added dropwise. React for 5 hours, cool to room temperature, filter, and concentrate the filtrate under reduced pressure to obtain orlistat. Dissolve the obtained orlistat in a mixed solvent of dichloromethane / petroleum ether (volume ratio 1:20), then heat to 65°C and stir for 10-20 minutes, filter while hot, cool the filtrate naturally, suction filter, and vacuum-dry to obtain refined 9.1 g of orlistat, the yield was 90.2%, and the HPLC purity was 99.76%.

Embodiment 2

[0023] Preparation of orlistat

[0024] First, the reaction flask was replaced with nitrogen three times, then 10 g of niborestatin and 0.1 g of iron pentacarbonyl were added to tetrahydrofuran at room temperature, and then heated to 45 ° C, keeping the temperature, and 3.1 g of hydrazine hydrate was added dropwise. React for 6 hours, cool to room temperature, filter, and concentrate the filtrate under reduced pressure to obtain orlistat. The obtained orlistat was dissolved in dichloromethane / petroleum ether mixed solvent (volume ratio 1:20), then heated to 70°C and stirred for 10-20 minutes, filtered while hot, the filtrate was naturally cooled, suction filtered, and vacuum-dried to obtain refined 8.9 g of orlistat, the yield was 88.2%, and the HPLC purity was 99.63%.

Embodiment 3

[0026] Preparation of orlistat

[0027] First, the reaction flask was replaced with nitrogen three times, then 10 g of niborestatin and 0.2 g of iron pentacarbonyl were added to tetrahydrofuran at room temperature, and then heated to 40°C, keeping the temperature, and 4.1 g of hydrazine hydrate was added dropwise. React for 6 hours, cool to room temperature, filter, and concentrate the filtrate under reduced pressure to obtain orlistat. Dissolve the obtained orlistat in dichloromethane / petroleum ether mixed solvent (volume ratio 1:20), then heat to 80°C and stir for 10-20 minutes, filter while hot, cool the filtrate naturally, suction filter, and vacuum-dry to obtain refined 8.9 g of orlistat, the yield was 88.7%, and the HPLC purity was 99.59%.

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 method for preparing a weight-reducing medicine orlistat. The method comprises the following steps of using lipstatin as a starting raw material, and under the catalysis of pentacarbonyl iron, making the lipstatin generate reduction reaction with a hydrazine hydrate to obtain the orlistat. The method for preparing the orlistat, which is provided by the invention, is mild in reaction condition and simple to operate; the reaction yield is effectively improved; the hydrazine hydrate is adopted as a reducing agent and a hydrogen source; reaction by-products are few; the after treatment is simple.

Description

technical field [0001] The invention belongs to the field of drug synthesis, and in particular relates to a method for preparing weight loss drug orlistat. Background technique [0002] Orlistat (Orlistat), the chemical name is (S)-2-formamido-4-methyl-pentanoate (S)-1-[[(2S,3S)-3-hexyl-4-oxo -2-Oxetanyl]-methyl]-dodecyl ester. Orlistat is a new type of weight-loss drug developed by Roche. It forms a covalent bond through the active serine site of gastric lipase and pancreatic lipase in the stomach and small intestine, which inactivates the lipase activity and prevents the decomposition of fat in the fifteenth middle-aged drug. Absorption and utilization, so as to achieve the purpose of weight loss. Compared with other weight loss drugs, its advantage is that orlistat does not act on the nervous system, does not enter the blood, and does not suppress appetite. [0003] At present, the preparation of orlistat is mainly divided into two types, one is microbial fermentation ...

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): C07D305/12
CPCC07D305/12
Inventor 徐敏钟霞吕燕华
Owner 徐敏
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap