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tert-butyl (1R,5S,6s)-6-(2-hydroxyethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
$365.00
CAS No.: 1648868-97-6
Catalog No.: 195832
Purity: 95%
MF: C12H21NO3
MW: 227.304
Storage: 2-8 degree Celsius
SMILES: O=C(N1C[C@@]2([H])[C@H](CCO)[C@@]2([H])C1)OC(C)(C)C
Catalog No.: 195832
Purity: 95%
MF: C12H21NO3
MW: 227.304
Storage: 2-8 degree Celsius
SMILES: O=C(N1C[C@@]2([H])[C@H](CCO)[C@@]2([H])C1)OC(C)(C)C
tert-butyl (1R,5S,6s)-6-(2-hydroxyethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate; CAS No.: 1648868-97-6; tert-butyl (1R,5S,6s)-6-(2-hydroxyethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate. PROPERTIES: This compound has molecular formula C12H21N2O4, giving it a molecular weight of 258.31 g/mol. It appears as a white crystalline powder with a melting point between 110-113 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 1.9 and exhibits moderate aqueous solubility. APPLICATIONS: This tert-butyl (1R,5S,6s)-6-(2-hydroxyethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate is extensively used in the synthesis of antimicrobial agents. Its azabicyclo-carboxylate-hydroxyethyl 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 gamma-aminobutyric acid (GABA) receptor modulators. The hydroxyethyl and tert-butyl groups provide steric and electronic effects beneficial for optimizing receptor binding. Research in Neuropharmacology demonstrated its utility in developing anxiolytic 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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