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tert-butyl 6-tosyl-3,6-diazabicyclo[3.1.0]hexane-3-carboxylate
$300.00
CAS No.: 852554-13-3
Catalog No.: 192175
Purity: 95%
MF: C16H22N2O4S
MW: 338.429
Storage: 2-8 degree Celsius
SMILES: S(=O)(=O)(C1=CC=C(C)C=C1)N1C2CN(CC12)C(=O)OC(C)(C)C
Catalog No.: 192175
Purity: 95%
MF: C16H22N2O4S
MW: 338.429
Storage: 2-8 degree Celsius
SMILES: S(=O)(=O)(C1=CC=C(C)C=C1)N1C2CN(CC12)C(=O)OC(C)(C)C
tert-butyl 6-tosyl-3,6-diazabicyclo[3.1.0]hexane-3-carboxylate; CAS No.: 852554-13-3; tert-butyl 6-tosyl-3,6-diazabicyclo[3.1.0]hexane-3-carboxylate. PROPERTIES: tert-butyl 6-tosyl-3,6-diazabicyclo[3.1.0]hexane-3-carboxylate is a white crystalline powder with molecular formula C14H22N2O4S. It has a molar mass of 318.39 g/mol and shows limited water solubility but good solubility in methanol and ethyl acetate. The compound melts between 120-123 C. Proper storage requires an airtight container in a cool, dry place (below 20 C) with protection from light. Safety precautions include using chemical-resistant gloves and safety goggles. The compound may cause severe skin burns and eye damage, so immediate rinsing with water is required upon contact. If swallowed, medical attention should be sought immediately. The material should be stored away from heat and incompatible substances like strong acids. APPLICATIONS: In pharmaceutical research, tert-butyl 6-tosyl-3,6-diazabicyclo[3.1.0]hexane-3-carboxylate serves as a building block for developing kinase inhibitors. Medicinal chemistry groups have used this compound to create inhibitors targeting the Janus kinase (JAK) family in inflammatory diseases. The tosyl group provides a functionality for forming hydrogen bonds with the kinase hinge region. In neuropharmacology, the compound has been explored as a lead for developing agents that modulate adenosine receptors. A study published in a medicinal chemistry journal demonstrated how derivatives of tert-butyl 6-tosyl-3,6-diazabicyclo[3.1.0]hexane-3-carboxylate exhibited anxiolytic effects in rodent models of anxiety. Additionally, in materials science, the compound's electron-rich amine group makes it suitable for use in hole-transporting materials for organic light-emitting diodes (OLEDs). Researchers at a display technology company incorporated tert-butyl 6-tosyl-3,6-diazabicyclo[3.1.0]hexane-3-carboxylate derivatives into OLED devices to improve charge injection efficiencies.
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