Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A technology of cefprozil and a new method, which is applied in the field of new cefprozil synthesis and preparation, can solve the problems of low yield of cefprozil, achieve mild and easy control of reaction conditions, good practical value and significance of production promotion and application, and simple process route Effect
Inactive Publication Date: 2018-08-24
TOPFOND PHARMA CO LTD
View PDF2 Cites 0 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
[0006] The purpose of this application is to provide a new synthetic method for cefprozil, which can partially solve the defect of low yield in the existing cefprozil preparation process
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
[0028] The synthetic method of cefprozil provided in this embodiment, the concrete steps are described as follows.
[0029] (1) Base substitution reaction
[0030] Using dichloromethane as an aprotic solvent, add 95ml of dichloromethane into a dry reactor, and add β-lactam nucleus 7-amino-3-(Z-prop-1enyl)-4-cephalosporin Acid 10g, under the condition of -30℃, slowly drop 6.4g of sterically hindered ammonia non-nucleophilic base 1,8-diazabicycloundecene-7-ene, carry out base substitution reaction, stir the reaction until dissolved until.
[0031] (2) Condensation reaction
[0032] Keep the condition at -30°C, slowly add 14.2ml of branched chain D-p-hydroxyphenylglycine derivative p-hydroxyphenylglycine ethylene glycol ester dropwise to the solution obtained in step (1), after the reaction is complete (no residue detected by HPLC) (It takes about 4 hours), add 5mol HCL to extract, pass NH 3 Adjust the pH to about 5.0 to precipitate crystals, filter the crystals and dry them ...
Embodiment 2
[0034] The preparation method of Cefprozil provided by the present embodiment is the same as that of Example 1, and only some parameters are adjusted as follows:
[0035] In step (1), the large hindered ammonia non-nucleophilic base was adjusted to lithium diisopropylamide, and the dosage was 4.7 g; finally about 13.2 g of cefprozil finished product was obtained (the calculation showed that the molar yield was 67.42%).
Embodiment 3
[0037] The preparation method of Cefprozil provided by the present embodiment is the same as that of Example 1, and only some parameters are adjusted as follows:
[0038] In step (1), the large sterically hindered ammonia non-nucleophilic base is adjusted to N,N-diisopropylethylamine, and the dosage is 5.4g;
[0039] In step (2), triethylamine was used to adjust the pH to about 5.0 to precipitate crystals, and finally about 13.2 g of cefprozil finished product was obtained (the calculation showed that the molar yield was 67.42%).
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
Login to view more
Abstract
The invention belongs to the technical field of medicine synthesis and preparation and in particular relates to patent application of a novel cefprozil synthesis and preparation method. The method hasthe technical thought as follows: alkali substitution reaction is carried out on beta-lactam parent nucleus(7-amin-3-(Z-prop-1-enyl)-4-cephalosporanic acid) in an aprotic solvent; then a branched-chain D-p-hydroxyphenylglycine derivative is added to carry out condensation reaction, so that cefprozil is prepared. Totally, the preparation method provided by the invention has the advantages of easiness for obtaining reaction raw materials, moderate reaction conditions and easiness for controlling; after the reaction is finished, the residue of main raw materials is relatively low, the cost pressure caused by the main raw materials can be greatly reduced and the yield of the cefprozil is relatively high; meanwhile, the method has a relatively simple process route and a high-quality cefprozilproduct can be obtained through two-step reaction; the defects of an existing cefprozil preparation method that the yield is relatively low and the quality is not stable can be totally overcome relatively well; the method has relatively good practical value and production and popularization application meaning.
Description
technical field [0001] The invention belongs to the technical field of drug synthesis and preparation, and specifically relates to a patent application for a new synthesis and preparation method of cefprozil. Background technique [0002] Cefprozil (Cefprozil), chemical name: (6R,7R)-7[(R)-2-amino-2-(p-hydroxy-phenyl)acetamido]-8-oxo-3-propene-5- Thia-1-azabicyclo-(4,2,0)oct-2-ene-2carboxylic acid-hydrate, molecular formula: C 18 h 19 N 3 o 5 S·H 2 O. Cefprozil is a second-generation cephalosporin antibiotic with a broad-spectrum antibacterial effect and has a good safety advantage in the children's drug market, so it is widely used. [0003] The existing preparation process route of cefprozil is mainly: p-hydroxyphenylglycine Deng potassium salt and pivaloyl chloride generate Deng potassium hydrochloric anhydride, and then combine with 7-amino-3-(Z-prop-1-enyl)-4-cephalosporin Acid reaction to generate 7-[2-butenoic acid methyl ester-amino-2-(p-hydroxy-phenyl)acetami...
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
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to view more 
Login to view more