N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-4-nitro-D-phenylalanine(CAS: 61280-75-9)

N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-4-nitro-D-phenylalanine is a crystalline compound with a molecular weight of approximately 295.23 g/mol. It is slightly soluble in water and organic solvents. The compound is moderately reactive, particularly with nucleophiles, and can undergo hydrolysis under acidic conditions. It has a pKa value around 3.5, indicating a weak acidity.

N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-4-nitro-D-phenylalanine is synthesized by a multi-step process involving the condensation of 4-nitro-D-phenylalanine with methyl 2-methyl-2-propanol carbonate. The reaction is catalyzed by a phosphoric acid derivative and occurs under mild conditions. The overall yield is around 75%, and the product is isolated by recrystallization from a suitable solvent.

N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-4-nitro-D-phenylalanine is primarily used in the pharmaceutical industry for the synthesis of certain peptide-based drugs. It is also employed in the development of sensors for detecting specific biomolecules and has potential applications in the field of polymer chemistry for the synthesis of novel materials.

When handling N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-4-nitro-D-phenylalanine, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight. Spills should be cleaned up using absorbent materials and disposed of according to local waste regulations. A safety data sheet (SDS) should be consulted for detailed handling and disposal instructions.