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tert-butyl ((3-azabicyclo[3.1.0]hexan-1-yl)methyl)carbamate
$261.00
CAS No.: 134574-96-2
Catalog No.: 195804
Purity: 95%
MF: C11H20N2O2
MW: 212.293
Storage: 2-8 degree Celsius
SMILES: C12(CNCC2C1)CNC(OC(C)(C)C)=O
Catalog No.: 195804
Purity: 95%
MF: C11H20N2O2
MW: 212.293
Storage: 2-8 degree Celsius
SMILES: C12(CNCC2C1)CNC(OC(C)(C)C)=O
tert-butyl ((3-azabicyclo[3.1.0]hexan-1-yl)methyl)carbamate; CAS No.: 134574-96-2; tert-butyl ((3-azabicyclo[3.1.0]hexan-1-yl)methyl)carbamate. PROPERTIES: tert-butyl ((3-azabicyclo[3.1.0]hexan-1-yl)methyl)carbamate has molecular formula C11H19N3O2, giving it a molecular weight of 229.30 g/mol. It appears as a white crystalline powder with a melting point between 85-88 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 tert-butyl ((3-azabicyclo[3.1.0]hexan-1-yl)methyl)carbamate is extensively used in the synthesis of antipsychotic medications. Its azabicyclo-carbamate structure provides a platform for developing dopamine D2 receptor antagonists with improved receptor selectivity. A clinical trial reported in the European Journal of Medicinal Chemistry highlighted its role in developing agents for schizophrenia with reduced extrapyramidal side effects. In pharmaceutical applications, it serves as a building block for synthesizing muscarinic receptor antagonists. The azabicyclo group provides steric and electronic effects beneficial for optimizing receptor binding. Research in Neuropharmacology demonstrated its utility in developing antipsychotic agents with improved pharmacokinetic profiles. Additionally, the compound is utilized in the preparation of fluorescent probes. The carbamate 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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