2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester, (1R,4R,5R)-rel-(CAS: 198835-07-3)

(1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester is a white crystalline solid with a molecular weight of approximately 260.36 g/mol. It is sparingly soluble in water but readily soluble in organic solvents. This compound exhibits moderate acidity and is prone to hydrolysis. It is less reactive than carboxylic acids but can undergo esterification and other reactions under appropriate conditions.

(1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester can be synthesized via a multi-step process starting from 2-azabicyclo[2.2.1]heptane-2-carboxylic acid. Typically, it involves esterification of the acid with 1,1-dimethylethanol in the presence of a catalytic amount of an acid such as hydrochloric acid. The reaction is carried out in an organic solvent like dichloromethane under reflux conditions, followed by purification through recrystallization.

(1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester is primarily used in the pharmaceutical industry for the synthesis of complex organic compounds. It also finds applications in polymer production, where it can serve as a functional monomer. Additionally, it is used in the development of sensors and as a precursor in semiconductor manufacturing processes.

When handling (1R,4R,5R)-2-Azabicyclo[2.2.1]heptane-2-carboxylic acid, 5-hydroxy-, 1,1-dimethylethyl ester, it is important to use appropriate Personal Protective Equipment (PPE) including safety goggles, gloves, and lab coats. Handle in a well-ventilated area or fume hood to avoid inhalation. Spills should be cleaned up using appropriate absorbent material and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.