benzyl N-[(3-oxocyclobutyl)methyl]carbamate
$252.00
CAS No.: 1869903-79-6
Catalog No.: 195901
Purity: 95%
MF: C13H15NO3
MW: 233.267
Storage: 2-8 degree Celsius
SMILES: O=C1CC(C1)CNC(OCC1=CC=CC=C1)=O
Catalog No.: 195901
Purity: 95%
MF: C13H15NO3
MW: 233.267
Storage: 2-8 degree Celsius
SMILES: O=C1CC(C1)CNC(OCC1=CC=CC=C1)=O
benzyl N-[(3-oxocyclobutyl)methyl]carbamate; CAS No.: 1869903-79-6; benzyl N-[(3-oxocyclobutyl)methyl]carbamate. PROPERTIES: Benzyl N-[(3-oxocyclobutyl)methyl]carbamate has molecular formula C12H15N2O3, giving it a molecular weight of 233.26 g/mol. It appears as a white crystalline powder with a melting point between 95-98 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 1.6 and exhibits moderate aqueous solubility. APPLICATIONS: This benzyl N-[(3-oxocyclobutyl)methyl]carbamate is extensively used in the synthesis of antimicrobial agents. Its carbamate-oxocyclobutyl-benzyl 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 oxocyclobutyl and benzyl 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 carbamate 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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