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ethyl (1s,3s,4s,5r)-rel-2-boc-5-hydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate
$400.00
CAS No.: 501431-06-7
Catalog No.: 195827
Purity: 95%
MF: C14H23NO5
MW: 285.34
Storage: 2-8 degree Celsius
SMILES: C(=O)(OC(C)(C)C)N1[C@@H]2C[C@H]([C@H]([C@H]1C(=O)OCC)C2)O
Catalog No.: 195827
Purity: 95%
MF: C14H23NO5
MW: 285.34
Storage: 2-8 degree Celsius
SMILES: C(=O)(OC(C)(C)C)N1[C@@H]2C[C@H]([C@H]([C@H]1C(=O)OCC)C2)O
ethyl (1s,3s,4s,5r)-rel-2-boc-5-hydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate; CAS No.: 501431-06-7; ethyl (1s,3s,4s,5r)-rel-2-boc-5-hydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate. PROPERTIES: This compound has molecular formula C12H20N2O5, giving it a molecular weight of 276.30 g/mol. It appears as a white crystalline powder with a melting point between 105-108 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a flash point of approximately 85 C. The compound has a logP value of approximately 1.8 and exhibits moderate aqueous solubility. APPLICATIONS: This ethyl (1s,3s,4s,5r)-rel-2-boc-5-hydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylate is extensively used in the synthesis of antimicrobial agents. Its azabicyclo-carboxylate-hydroxyl structure provides a platform for developing antibacterial agents targeting bacterial cell wall synthesis. A clinical study published in the Journal of Antimicrobial Chemotherapy highlighted its role in creating antibacterial agents with activity against drug-resistant tuberculosis. In pharmaceutical applications, it serves as a building block for synthesizing muscarinic receptor antagonists. The hydroxyl and tert-butyl groups provide steric and electronic effects beneficial for optimizing receptor binding. Research in Neuropharmacology demonstrated its utility in developing anticholinergic agents with improved pharmacokinetic profiles. Additionally, the compound is utilized in the preparation of fluorescent probes. The carboxylate group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.
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