tert-Butyl ((1S,3S)-3-aminocyclopentyl)carbamate(CAS: 645400-44-8)

tert-Butyl ((1S,3S)-3-aminocyclopentyl)carbamate is a white crystalline solid with a molecular weight of approximately 185.26 g/mol. It is slightly soluble in water but soluble in organic solvents like ethanol and acetone. The compound is known for its amine functionality and its ability to react with carbonyl compounds through nucleophilic substitution. It has a pKa of around 8.5, indicating basic properties.

tert-Butyl ((1S,3S)-3-aminocyclopentyl)carbamate is typically synthesized via a multistep process, starting from cyclopentanone and primary amines. The reaction involves the reduction of cyclopentanone to cyclopentanol, followed by the nucleophilic substitution of the carbonyl group with tert-butyl isocyanate. This process requires mild conditions and can be catalyzed by tertiary amines to improve selectivity and yield.

tert-Butyl ((1S,3S)-3-aminocyclopentyl)carbamate is used in the pharmaceutical industry for the synthesis of drug candidates due to its functional groups. It is also utilized in the polymer industry as a monomer or additive. Additionally, it has applications in the sensor and semiconductor industries for its reactivity and stability.

Proper handling of tert-Butyl ((1S,3S)-3-aminocyclopentyl)carbamate requires the use of personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be stored in a cool, dry place away from direct sunlight and heat sources. In case of spillage, ensure the area is well-ventilated and use appropriate absorbents. Always consult the Safety Data Sheet (SDS) for detailed information on handling and storage.