tert-butyl trans-3-amino-4-hydroxy-pyrrolidine-1-carboxylate(CAS: 148214-90-8)

Tert-butyl trans-3-amino-4-hydroxy-pyrrolidine-1-carboxylate is a white crystalline solid with a molecular weight of approximately 240.35 g/mol. It has a pKa of around 8.5, indicating basic behavior. The compound is slightly soluble in water and more soluble in organic solvents like methanol and ethanol. It is known to be reactive towards nucleophiles and can undergo substitution and condensation reactions.

Tert-butyl trans-3-amino-4-hydroxy-pyrrolidine-1-carboxylate is typically synthesized via a multistep process involving the formation of a protected pyrrolidine followed by amidation. The synthesis often requires the use of a protecting group, such as tert-butyloxycarbonyl (Boc), and can be carried out using standard chemical methods with good yield and selectivity under mild conditions.

Tert-butyl trans-3-amino-4-hydroxy-pyrrolidine-1-carboxylate finds applications in the pharmaceutical industry for its use as a precursor in the synthesis of drugs. It is also utilized in the polymer industry for functionalization of polymers and in the production of sensor materials due to its amino and hydroxyl functionalities.

When handling tert-butyl trans-3-amino-4-hydroxy-pyrrolidine-1-carboxylate, it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbent materials, and the area should be rinsed with water. Always consult a safety data sheet (SDS) for detailed handling and emergency procedures.