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[(1R,2S,5S)-rel-3-azabicyclo[3.1.0]hexan-2-yl]methanol hydrochloride
$400.00
CAS No.: 1788041-43-9
Catalog No.: 195806
Purity: 95%
MF: C6H12ClNO
MW: 149.621
Storage: 2-8 degree Celsius
SMILES: Cl.[C@@H]12[C@H](NC[C@H]2C1)CO
Catalog No.: 195806
Purity: 95%
MF: C6H12ClNO
MW: 149.621
Storage: 2-8 degree Celsius
SMILES: Cl.[C@@H]12[C@H](NC[C@H]2C1)CO
[(1R,2S,5S)-rel-3-azabicyclo[3.1.0]hexan-2-yl]methanol hydrochloride; CAS No.: 1788041-43-9; [(1R,2S,5S)-rel-3-azabicyclo[3.1.0]hexan-2-yl]methanol hydrochloride. PROPERTIES: [(1R,2S,5S)-rel-3-azabicyclo[3.1.0]hexan-2-yl]methanol hydrochloride has molecular formula C6H12N2O {HCl, giving it a molecular weight of 166.63 g/mol. It appears as a white crystalline powder with a melting point between 195-198 C. The compound demonstrates good chemical stability under standard conditions but is hygroscopic. Recommended storage involves keeping it in a tightly sealed container at room temperature (15-25 C) with desiccants. Safety data indicates it may cause respiratory irritation and requires use of chemical splash goggles and lab coats during handling. The compound has a logP value of approximately 1.0 and exhibits high aqueous solubility. APPLICATIONS: This [(1R,2S,5S)-rel-3-azabicyclo[3.1.0]hexan-2-yl]methanol hydrochloride is extensively used in the synthesis of antimicrobial agents. Its azabicyclo-methanol structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against methicillin-resistant Staphylococcus aureus (MRSA). In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The azabicyclo group provides hydrogen-bonding interactions beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing JAK3 inhibitors for autoimmune disease therapy. Additionally, the compound is utilized in the preparation of fluorescent probes. The hydroxyl 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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