64753-81-7

Usage

Uses

Used in Pharmaceutical Industry:
[6R-(6alpha,7beta)]-7-(aminophenylacetamido)-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is used as an antibiotic for the treatment of bacterial infections. Its potent antibacterial activity against a variety of organisms makes it a valuable tool in combating various infections and improving patient outcomes.

Upstream product

• 53994-69-7 (6R,7R)-1-aza-3-chloro-7-amino-8-oxo-5-thiabicyclo<4.2.0>oct-2-ene-2-carboxylic acid 
• 24461-61-8 (R)-Phenylglycine methyl ester 
• 700-63-0 (R)-phenylglycine amide 
• 53994-76-6 (6R)-7t-((R)-2-amino-2-phenyl-acetylamino)-3-chloro-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester; toluene-4-sulfonate 

Downstream Products

• 2882-18-0 2-hydroxy-3-phenylpyrazine 

Relevant academic research and scientific papers

Cefaclor preparation and preparation method thereof

The invention discloses a cefaclor preparation and a preparation method thereof. The preparation method comprises: preparing cefaclor crystal, pretreating a main material and auxiliary materials, weighing, mixing, forming, and packaging; wherein the preparation of the cefaclor crystal includes subjecting 7-ACCA and potassium (R)-[(3-ethoxy-1-methyl-3-oxoprop-1-enyl)amino]phenylacetate to silylation, acylation, condensation, acid hydrolysis, extraction and cleaning, decoloring, and crystallization; the preparation comprises the cefaclor crystal as the main material and auxiliary materials, the cefaclor crystal is /=33 degrees in angle of repose, 0.50-0.60 g/m in bulk density, 0.70-0.80 g/ml in compactness and 40-60 Mum in D10 of particle size distribution, 120-140 Mum in D50 and 210-230 Mum in D90. The conversion rate of cefaclor in chemical synthesis is increased, reaction conditions are simplified, the crystal form and particle size distribution of the cefaclor crystal are improved, and the quality of finished cefaclor crystal is improved.

Penicillin acylase in the industrial production of β-lactam antibiotics

Immobilized penicillin acylase is a biocatalyst suitable for the kinetically controlled industrial synthesis of semi-synthetic antibiotics in aqueous environments. Amoxiciliin and ampicillin are obtained by condensing 6-aminopenicillanic acid with the amide or ester of D-( - )-4-hydroxyphenyIglycine and D-( - )phenylglycine, respectively. Similarly, the cephalosporin antibiotics cefadroxil and cephalexin can be obtained from 7-aminodesacetoxycephalosporanic acid.

Process for the preparation of 3-chloro-cefem compounds

The process comprises a series of stages essentially comprising the protection of the functional groups of the side chain of Ampicillin, esterification of the acid group, oxidation to sulphoxide, expansion of the thiazole ring to a thiazine ring, ozonolysis of the exomethylene cefam derivative obtained, substitution of the hydroxyl group by chlorine and de-protection of the functional groups, in which the order of some stages can be varied without affecting the final result.