Tert-Butyl (2-(2-(2-bromoethoxy)ethoxy)ethyl)carbamate丨CAS 165963-71-3

tert-Butyl (2-(2-(2-bromoethoxy)ethoxy)ethyl)carbamate is a versatile intermediate widely used in organic synthesis, medicinal chemistry, and bioconjugation. Its protected amine group (Boc) allows selective reactions at the bromoalkyl terminus while preventing unwanted N-alkylation, making it suitable for multi-step synthetic routes. The terminal bromide can undergo nucleophilic substitution or coupling reactions to attach the molecule to nucleophiles, azides, or other functional groups, enabling the synthesis of PEGylated compounds, drug conjugates, and functional linkers. This intermediate is particularly valuable in the design of PEG-based linkers, prodrugs, and modified peptides, where the Boc protection provides stability and selectivity during synthesis.

The benefits of this compound stem from its combination of reactivity, stability, and functional versatility. The Boc-protected amine ensures inertness under a wide range of reaction conditions, allowing selective functionalization of the bromoalkyl group. The triethylene glycol backbone provides water solubility, flexibility, and reduced steric hindrance, which is valuable in conjugation and drug delivery applications. Its terminal bromide enables efficient nucleophilic substitution reactions, facilitating the introduction of diverse functional groups. Together, these features provide predictable reactivity, enhanced solubility, and compatibility with multi-step synthetic protocols.