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methyl 4-(((benzyloxy)carbonyl)amino)bicyclo[2.2.2]octane-1-carboxylate
$400.00
CAS No.: 862501-91-5
Catalog No.: 195885
Purity: 95%
MF: C18H23NO4
MW: 317.385
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)OC(=O)NC12CCC(CC1)(CC2)C(=O)OC
Catalog No.: 195885
Purity: 95%
MF: C18H23NO4
MW: 317.385
Storage: 2-8 degree Celsius
SMILES: C(C1=CC=CC=C1)OC(=O)NC12CCC(CC1)(CC2)C(=O)OC
methyl 4-(((benzyloxy)carbonyl)amino)bicyclo[2.2.2]octane-1-carboxylate; CAS No.: 862501-91-5; methyl 4-(((benzyloxy)carbonyl)amino)bicyclo[2.2.2]octane-1-carboxylate. PROPERTIES: Methyl 4-(((benzyloxy)carbonyl)amino)bicyclo[2.2.2]octane-1-carboxylate has molecular formula C16H20N2O3, giving it a molecular weight of 296.34 g/mol. It appears as a white crystalline powder with a melting point between 120-123 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 methyl 4-(((benzyloxy)carbonyl)amino)bicyclo[2.2.2]octane-1-carboxylate is extensively used in the synthesis of antimicrobial agents. Its bicyclo-carboxylate-benzyloxycarbonyl 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 benzyloxycarbonyl and methyl groups provide steric and electronic effects 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 dyes. The carboxylate group provides a site for installing fluorescence-enhancing moieties, enabling detection of nucleic acid hybridization events, as reported in Dyes and Pigments.
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