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(6R,7R)-7-amino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
$200.00
CAS No.: 79349-82-9
Catalog No.: 196734
Purity: 95%
MF: C9H10N2O3S
MW: 226.257
Storage: 2-8 degree Celsius
SMILES: N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)C=C
Catalog No.: 196734
Purity: 95%
MF: C9H10N2O3S
MW: 226.257
Storage: 2-8 degree Celsius
SMILES: N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)C=C
(6R,7R)-7-amino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; CAS No.: 79349-82-9; (6R,7R)-7-amino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. PROPERTIES: This complex bicyclic compound features molecular formula C??H??N?O?S with molecular weight 246.26 g/mol. It typically exists as a white crystalline powder. Soluble in polar aprotic solvents like DMF and DMSO. Melting point approximately 130-135 C. Exhibits IR absorption for amine (~3300-3000 cm??) and carboxylic acid groups (~2900-2500 cm??). Thermogravimetric analysis indicates decomposition above 180 C under nitrogen. For optimal stability, store at 2-8 C in tightly sealed containers with desiccant, protected from light. The compound may cause mild skin irritation and serious eye damage; therefore, standard laboratory safety precautions including protective clothing and eye protection are recommended during handling. APPLICATIONS: As a -lactam antibiotic intermediate, (6R,7R)-7-amino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is predominantly utilized in the synthesis of cephalosporin antibiotics. It serves as a key building block for constructing the -lactam ring system, where the thia-azabicyclo structure provides enhanced resistance to -lactamases as demonstrated in medicinal chemistry research (Journal of Antibiotics). Additionally, the compound participates in the development of fluorescent probes for bioimaging applications, where its carboxylic acid functionality enables conjugation to biomolecules via amide bond formation (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polymeric hydrogels with tunable mechanical properties, where the bicyclic structure contributes to enhanced crosslinking density and biocompatibility (Biomacromolecules).
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