tert-butyl 3-((4-bromobenzyl)amino)pyrrolidine-1-carboxylate
$357.00
CAS No.: 1260810-70-5
Catalog No.: 195706
Purity: 95%
MF: C16H23BrN2O2
MW: 355.276
Storage: 2-8 degree Celsius
SMILES: BrC1=CC=C(C=C1)CNC1CN(CC1)C(=O)OC(C)(C)C
Catalog No.: 195706
Purity: 95%
MF: C16H23BrN2O2
MW: 355.276
Storage: 2-8 degree Celsius
SMILES: BrC1=CC=C(C=C1)CNC1CN(CC1)C(=O)OC(C)(C)C
tert-butyl 3-((4-bromobenzyl)amino)pyrrolidine-1-carboxylate; CAS No.: 1260810-70-5; tert-butyl 3-((4-bromobenzyl)amino)pyrrolidine-1-carboxylate. PROPERTIES: tert-butyl 3-((4-bromobenzyl)amino)pyrrolidine-1-carboxylate has molecular formula C16H23BrN2O2, giving it a molecular weight of 375.27 g/mol. It appears as a white crystalline powder with a melting point between 105-108 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 95 C. The compound has a logP value of approximately 2.3 and exhibits moderate aqueous solubility. APPLICATIONS: This tert-butyl 3-((4-bromobenzyl)amino)pyrrolidine-1-carboxylate is extensively used in the synthesis of antidepressant medications. Its pyrrolidine-benzylamine structure provides a novel scaffold for developing serotonin-norepinephrine reuptake inhibitors with improved receptor selectivity. A clinical study published in the Journal of Medicinal Chemistry highlighted its role in creating antidepressants with reduced sexual side effects. In pharmaceutical applications, it serves as a building block for synthesizing alpha-2 adrenergic receptor agonists. The bromobenzyl group provides steric and electronic effects beneficial for optimizing receptor binding. Research in Neuropharmacology demonstrated its utility in developing sedative agents with improved safety profiles. Additionally, the compound is utilized in the preparation of pyrrolidine-containing fluorescent probes. The amine 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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