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Name
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(Z)-2-(((1-((tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)-2-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)acetic acid
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Synonyms
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(Z)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)-2-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)acetic acid;
4-Thiazoleacetic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-α-[2-(1,1-dimethylethoxy)-1,1-dimethyl-2-oxoethoxy]imino]-,(αZ)-
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CAS
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137088-65-4
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MF
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C18H27N3O7S
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MW
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429.49
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Density
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1.26±0.1 g/cm³ (Predicted)
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pKa (Acidity Coefficient)
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2.33±0.41 (Predicted)
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Usage
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Key Intermediate for Cephalosporin Antibiotic Synthesis: As a specific precursor containing a thiazole ring and oxime group, it can introduce the 7-position amino group of the cephalosporin core through deprotection and acylation reactions. It is used in the synthesis of third-generation and fourth-generation cephalosporin antibiotics (e.g., cefdinir, cefixime), enhancing the drugs' stability against β-lactamases.
Raw Material for β-Lactam Drug Structural Modification: The tert-butoxycarbonyl (Boc) protecting group, oxime group, and thiazole ring in the molecule serve as active modification sites. Selective deprotection and substitution reactions can optimize the antibacterial spectrum (enhancing activity against Gram-negative bacteria) and pharmacokinetic properties of drugs, supporting the R&D of novel β-lactam drugs.
Custom Synthesis & Impurity Research Reagent in Pharmaceutical Chemistry: Used by pharmaceutical enterprises for the customized synthesis of cephalosporin intermediates, and as a raw material for synthesizing impurity reference standards. It facilitates quality control, related substance detection, and process optimization during drug production, ensuring drug purity and safety.
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