3-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine(CAS: 80102-25-6)

The compound 3-Chloro-N-{[(2-methyl-2-propanyl)oxy]carbonyl}-D-phenylalanine is a white or off-white crystalline solid with a molecular weight of approximately 292.87 g/mol. It has poor water solubility but is soluble in organic solvents like ethanol and methanol. Chemically, it is relatively stable but can undergo hydrolysis under basic conditions. It may react with nucleophiles due to its carboxylic acid functionality.

This compound can be synthesized via a multi-step reaction involving the protection of D-phenylalanine, followed by the installation of a chloro group and subsequent acylation with a 2-methyl-2-propanol derivative. Commonly used catalysts include HOBt and DCC, and the reaction is typically carried out in anhydrous organic solvents like dichloromethane under nitrogen atmosphere. The yield is generally around 70-80%, and the selectivity is high.

This compound is primarily used in the pharmaceutical industry for its potential in drug synthesis and development. It is also explored for applications in polymer chemistry and as a building block for other synthetic intermediates. Additionally, it may have uses in the production of sensors and semiconductors due to its chemical structure.

When handling this compound, 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 moisture and heat. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling and safety information.