3-Bromo-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine(CAS: 82278-73-7)

3-Bromo-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine is a white to off-white crystalline powder with a molecular weight of approximately 349.1 g/mol. It is sparingly soluble in water and alcohol. Chemically, it is highly reactive towards nucleophiles, making it a useful intermediate in organic synthesis. Reactivity is enhanced by the bromine substituent, which can participate in electrophilic aromatic substitution reactions.

3-Bromo-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine is synthesized by the bromination of N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine using N-bromosuccinimide (NBS) in the presence of a suitable organic solvent like dichloromethane. The reaction is carried out under UV light to enhance the bromination step. Yield and selectivity are key factors in the synthesis, with high purity achieved through recrystallization.

3-Bromo-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine is used in the pharmaceutical industry as an intermediate in the synthesis of various drugs. It is also utilized in polymer chemistry for the development of functional polymers and in the production of sensors due to its unique reactivity and functional groups. Its use in semiconductors and electronic materials is less common but is explored for specific applications requiring specific chemical functionalities.

When handling 3-Bromo-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-phenylalanine, it is essential to use appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. This compound should be stored in a cool, dry place away from direct sunlight. In case of spills, wash the area with water and dispose of the material according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.