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tert-butyl N-(3-cyanocyclobutyl)carbamate
$654.00
CAS No.: 1393180-29-4
Catalog No.: 195905
Purity: 95%
MF: C10H16N2O2
MW: 196.25
Storage: 2-8 degree Celsius
SMILES: C(#N)C1CC(C1)NC(OC(C)(C)C)=O
Catalog No.: 195905
Purity: 95%
MF: C10H16N2O2
MW: 196.25
Storage: 2-8 degree Celsius
SMILES: C(#N)C1CC(C1)NC(OC(C)(C)C)=O
tert-butyl N-(3-cyanocyclobutyl)carbamate; CAS No.: 1393180-29-4; tert-butyl N-(3-cyanocyclobutyl)carbamate. PROPERTIES: tert-butyl N-(3-cyanocyclobutyl)carbamate has molecular formula C9H15N2O2, giving it a molecular weight of 185.23 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 75 C. The compound has a logP value of approximately 1.5 and exhibits moderate aqueous solubility. APPLICATIONS: This tert-butyl N-(3-cyanocyclobutyl)carbamate is extensively used in the synthesis of antimicrobial agents. Its cyclobutyl-carbamate-nitrile 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 nitrile and tert-butyl 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 nitrile 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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