Method for preparing oral non-ester-type autibiotic cetprozil

A technology of cefprozil and cephalosporanic acid, applied in the direction of organic chemistry, can solve the problems of harsh reaction conditions, difficult industrial production, and low reaction yield

Inactive Publication Date: 2007-08-29
上海医药科技发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] The method has a long route, low reaction yield, complex reagents and harsh reaction conditions, making it difficult to implement industrial production

Method used

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  • Method for preparing oral non-ester-type autibiotic cetprozil
  • Method for preparing oral non-ester-type autibiotic cetprozil
  • Method for preparing oral non-ester-type autibiotic cetprozil

Examples

Experimental program
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Embodiment Construction

[0020] 1, Preparation of 7-phenylacetamido-3-(prop-1-enyl)-4-cephalosporanic acid p-methoxybenzyl ester (GPRE)

[0021] Put 50g (102.7mmol) of GCLE, 16.2g (107.8mmol) of sodium iodide, and 28.3g (107.8mmol) of triphenylphosphine into a 1L reaction bottle, stir, add 300ml of dichloromethane and 300ml of water, and set the temperature at 26~ React at 28°C for 2 hours. Separate the organic phase, cool to 0°C, add 0.5N sodium hydroxide solution, stir for about 3 hours, collect the organic phase, wash with water (200ml), separate the water layer, add 200ml of dichloromethane, cool to -10°C , 250 ml of 2-propanol and 130 ml of 40% acetaldehyde were added, and stirred for 16 hours. Add 200ml of 20% potassium thiosulfate aqueous solution, stir for 25 minutes, separate the organic phase, then add 200ml of 20% potassium thiosulfate aqueous solution, stir for 10 minutes, separate the organic phase, wash with water (300ml), and collect the organic phase , concentrated by rotary evaporat...

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Abstract

The invention supplies a manufacture method for oral taken inester antibiotic cephalosporin propylene. It has the advantages of short reacting method, mild reacting condition, easy to operate, etc.

Description

technical field [0001] The invention relates to the technical field of medicinal chemistry. Specifically relates to the preparation method of the second-generation oral non-ester antibiotic cefprozil. Background technique [0002] β-lactam antibiotics bind to penicillin-binding proteins (PBPs) related to cell wall synthesis through covalent bonds to inhibit the synthesis of bacterial cell walls and have good selectivity. They are the most important class of anti-infective drugs; In terms of development, it has developed from penicillane derivatives to oxypenems, penems, oxypenems, carbapenems, cephems, oxycephems, carbacephems and even monocyclic β-lactams; in terms of sources, The producing bacteria have developed from fungi to actinomycetes and even bacteria, and semi-synthetic and fully synthetic β-lactams have effectively made up for the defects of natural β-lactams; in terms of antibacterial effect, they have developed from only being effective against G bacteria and a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D501/04C07D501/22
Inventor 初秀海朱晔柯慧
Owner 上海医药科技发展有限公司
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