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Technology for synthesizing aspoxicillin

A technology of apocillin and synthesis process, applied in the field of apocillin synthesis process, can solve the problems of unsuitability for industrial production, poor repeatability, unstable apocillin synthesis process, etc., and achieves good industrial application value and high yield. Effect

Active Publication Date: 2010-06-23
NANJING HEALTHNICE MEDICAL TECH +2
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Problems solved by technology

[0003] The technical problem to be solved by the present invention is that the existing apoxicillin synthesis process is not stable, has poor repeatability and is not suitable for industrial production

Method used

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Examples

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Embodiment Construction

[0024] Preparation of 1D-2-o-nitrobenzenesulfenamide-3-N-methylaminocarbonylpropionic acid

[0025] Add 50g of D-2-amino-3-methylaminocarbonylpropionic acid and 500ml of methanol into the reaction flask, stir to suspend, cool in an ice-water bath, and add 78.3g of potassium carbonate at 0-10°C. Slowly add 79.3g of o-nitrobenzenesulfinyl chloride at 0-5°C. After the addition, it is naturally raised to room temperature and stirred for reaction. TLC tracking (developing agent: ethyl acetate:methanol=10:1) requires about 16 Hours, methanol was recovered by distillation under reduced pressure, 300ml of water was added to the residue, stirred, filtered, the filtrate was washed with 400mlx2 ethyl acetate:n-hexane (1:2), the aqueous layer was adjusted to pH=3 with 2mol / L hydrochloric acid solution, and yellow Solid, stirred for 2.5 hours. Filtration, the filter cake was stirred and washed with water for 30 minutes, filtered, and dried under reduced pressure at 30°C to obtain 85.4 g o...

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Abstract

The invention relates to a technology for synthesizing (2S, 5R, 6R)-6-[(2R)-2-[(2R)-2-amino-3-methylaminoformoxylpropionamido]-2-(4-hydroxyphenyl) acetamido]-3, 3-dimethyl-7-oxo-4-thia-1-azabicyclo (3.2.0) heptane-2-carboxylic acid trihydrate (aspoxicillin). The technology takes D-2-amino-3-methoxycarbonylpropion hydrochloride and 6-amino penicillanic acid as raw materials, makes improvement on the basis of literatures reports and has the advantages that the yield is greatly improved, the purity of the obtain product is high and the industrial application value is very high.

Description

technical field [0001] The invention relates to a synthesis process of apoxicillin. Background technique [0002] At present, the synthesis process of apoxicillin is mainly divided into two types according to different raw materials, but the protecting group N-hydroxysuccinamide of D-2-o-nitrobenzenesulfinamide-3-N-methylaminocarbonylpropionic acid reported in the literature It cannot be removed well in the environment of triethylamine, so the process is unstable, the final product cannot be obtained well, and the repeatability is relatively poor, which affects its industrial application value. Contents of the invention [0003] The technical problem to be solved by the present invention is that the existing apoxicillin synthesis process is unstable, has poor repeatability and is not suitable for industrial production. [0004] In order to solve the problems of the technologies described above, the present invention adopts the following technical solutions: [0005] Piva...

Claims

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Application Information

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IPC IPC(8): C07D499/64
Inventor 邹巧根
Owner NANJING HEALTHNICE MEDICAL TECH
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