7-Phenyl-acetamido-deacetoxy-cephalosporanic-acid, CAS No. 27255-72-7

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27255-72-7

Catalog No. EBD11839

CAS 27255-72-7

Name 7-Phenyl-acetamido-deacetoxy-cephalosporanic-acid

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Basic Information

Synonyms: (6R-trans)-3-methyl-8-oxo-7-(phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid Phenylacetyl7-aminodesacetoxycephalosporanicacid (6R-trans)-3-Methyl-8-oxo-7-(phenylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,3-methyl-8-oxo-7-((phenylacetyl)amino)-,(6R-trans)- (6R,7R)-3-methyl-8-oxo-7-[(phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid (6S,7S)-3-methyl-8-oxo-7-[(phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid 7-Phenyl-acetamido-deacetoxy-cephalosporanic-acid (6R,7R)-3-methyl-8-oxo-7-[(phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en

Molecular Formula: C16H16N2O4S

Molecular Weight: 332.37

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > APIs and Their Salts > Anti-infectives

Product Description:

7-Phenoxyacetamido-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is a key chemical intermediate in the synthesis of cephalosporin antibiotics. Its structure features the core bicyclic β-lactam ring system characteristic of cephalosporins, specifically modified with a phenoxyacetamido side chain at the 7-position and a methyl group at the 3-position. This compound serves as a crucial precursor in the production of various semi-synthetic cephalosporins. The phenoxyacetamido moiety is a common structural feature in first-generation cephalosporins, such as cephalothin and cephapirin. Its primary industrial and research application is confined to the pharmaceutical manufacturing process for these broad-spectrum antibacterial agents. As a specialized synthetic building block for a specific drug class, it is not considered a general-purpose organic synthesis reagent. Handling requires standard precautions for fine chemicals and β-lactam intermediates, typically in controlled environments to ensure purity and prevent degradation, which is critical for the subsequent synthetic steps in API production.

Physical Properties