Description

Description

tert-butyl N-[(4-bromophenyl)methyl]carbamate (CAS No. 639520-70-0) is a high-purity organic compound with the molecular formula C₁₂H₁₆BrNO₂. This carbamate derivative features a tert-butyl protecting group and a 4-bromobenzyl moiety, making it a valuable intermediate in synthetic organic chemistry and pharmaceutical research. The compound is characterized by its white to off-white crystalline appearance and is supplied with ??95% purity (HPLC). It is soluble in common organic solvents such as dichloromethane, dimethyl sulfoxide (DMSO), and tetrahydrofuran (THF), but exhibits limited solubility in water. Suitable for use in peptide coupling reactions, Suzuki-Miyaura cross-coupling, and other palladium-catalyzed transformations, this reagent is rigorously tested for quality and stability under recommended storage conditions (2-8??C, inert atmosphere).

Application

tert-butyl N-[(4-bromophenyl)methyl]carbamate serves as a versatile building block in medicinal chemistry, particularly for the synthesis of brominated aromatic scaffolds. It is employed in the preparation of protease inhibitors, kinase modulators, and other bioactive molecules via nucleophilic substitution or metal-catalyzed coupling reactions. The tert-butyloxycarbonyl (Boc) protecting group enables selective deprotection under mild acidic conditions, facilitating stepwise synthesis of complex targets. Researchers also utilize this compound in the development of fluorescent probes and molecular imaging agents due to its bromine atom’s utility in further functionalization.

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