- Synthesis method of cefpirome sulfate
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The invention discloses a synthesis method of cefpirome sulfate, and relates to the technical field of biological medicine synthesis. 7-ACA with protected amino and carboxyl is obtained through the action of 7-ACA with hexamethyldisilazane and trimethyliodosilane, then 7-ACA with protected amino and carboxyl reacts with trimethyliodosilane and 2,3-cyclopentenopyridine, a 7-ACP intermediate is synthesized through a one-pot method, the 7-ACP intermediate product reacts with AE active ester, the cefpirome sulfate is obtained through acylation and salt forming reaction, then dissolution, crystallization and crystal growing are conducted, and finally the cefpirome sulfate crystal is obtained. By means of the arrangement, the cefpirome sulfate crystal can be prepared through the scheme, and the cefpirome sulfate crystal is good in crystallization performance, high in purity and free of mixed color; and the microwave method is adopted in the process of synthesizing the 7-ACP intermediate product by the one-pot method and the acylation reaction process, the organic synthesis reaction rate can be greatly accelerated by using microwaves, the yield and the purity of the product are improved, many tedious steps are saved, and the reaction time is greatly shortened.
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Paragraph 0022-0031
(2021/11/10)
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- Synthesis method of cefpirome sulfate
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Belonging to the technical field of cefpirome drug synthesis, the invention in particular relates to a synthesis method of cefpirome sulfate. The method includes: taking GCLE and AE active ester as the raw materials for reaction under the action of alkali and a catalyst, performing extraction, using dilute hydrochloric acid to adjust pH and performing crystallization to obtain a compound A; addingan activating agent into an organic solvent, performing stirring till dissolving clarification, adding the compound A, adding 2, 3-cyclopentenopyridine dropwise to precipitate solid, thus obtaining acompound B; adding the compound B into a mixed solvent of water and alcohol, conducting heating stirring till dissolution, using sulfuric acid to adjust the pH value and performing crystallization toobtain cefpirome sulfate. The method provided by the invention adopts GCLE as the raw materials, avoids the use of expensive catalyst, and the used solvent and activating agent are cheap and easily available, thus greatly reducing the production cost. The synthesis method provided by the invention has the advantages of simple synthetic process route, few reaction steps, convenient operation and few side reaction, and the prepared cefpirome sulfate has high purity and yield.
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Paragraph 0035; 0040-0042; 0047-0049; 0054; 0055
(2019/05/08)
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- Method using microwave method to synthesize cefpirome sulfate
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The invention discloses a method using a microwave method to synthesize cefpirome sulfate. The method is characterized by including the steps of firstly, weighing 7-aminocephalosporanic acid and AE-active ester, mixing, evenly grinding, and adding 2, 3-cyclopentenopyridine and concentrated sulfuric acid; secondly, performing 300W microwave reaction for 1-2 minutes, performing 450W microwave reaction for 1-2 minutes, and performing 750W microwave reaction for 2-3 minutes; thirdly, adding reaction residues into deionized water after the reactions, well mixing through stirring, filtering to obtain filtrate, and removing solvent to obtain white solid, namely the cefpirome sulfate. The method has the advantages that the microwave method is used, synthesizing is performed through a one-pot method, the method is simple in synthesizing step, and the high-purity cefpirome sulfate can be obtain at high yield without reaction solvents and expensive catalysts.
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Paragraph 0027; 0040; 0041; 0042; 0043; 0044; 0045
(2017/01/02)
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- One-pot synthesis of cefpirome sulfate from GCLE
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Cefpirome was synthesized in 37.7% overall yield from 3-chloromethyl-7- phenylacetylamino cephalosporanic acid p-methoxybenzyl ester (GCLE) by sequential substitution of C-3 chloride with iodide and 2,3- cyclopentenopyridine, followed by a one-pot procedure including deprotection of carboxyl group, hydrolysis of 7-phenylacetamido, and reaction with 2-mercaptobenzothiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetate (MAEM). The reaction conditions were as follows: obtained from GCLE at low temperature (-5 to 0°C) and absence of light, 3-iodomethyl-7- phenylacetylamino cephalosporanic acid p-methoxybenzyl ester (GILE) without purification was reacted directly with 2,3-cyclopentenopyridine, in which the molar ratio of GCLE, NaI, and 2,3-cyclopentenopyridine was 1:2:4, and the molar ratio of the resulting compound p-methoxybenzyl 7-phenylacetylamido-3-(2,3- cyclopenteno-1-pyridinio)methyl-3-cephem-4-carboxylate iodide and MAEM was 1:1.1. The structure of the intermediate and the target compound obtained were determined by nuclear magnetic resonance spectra and mass spectroscopy.
- Duan, Xuemin,Lu, Yao,Han, Juan,Chen, Ligong,Zheng, Pengwu
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p. 629 - 636
(2011/04/12)
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- CRYSTALLINE SULFATE SALT OF CEPHALOSPORIN ANTIBIOTIC
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The present invention relates to novel crystalline form of cephalosporin sulfate of the following formula and provides a process for preparing the same.
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Page/Page column 6
(2008/12/05)
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- Process for producing Cefepime and cephalosporin analogues
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Process for producing Cefepime, Cefpirome and Cefquinome, whereby a cephalosporin containing a quaternary ammonium group is reacted with thiourea to provide the aforesaid cephalosporins.
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Page/Page column 3
(2008/06/13)
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