(2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride(CAS: 1049733-75-6)

(2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride is a white, crystalline solid with a molecular weight of approximately 334.72 g/mol. It is slightly soluble in water but soluble in organic solvents like ethanol and acetonitrile. This compound is known for its moderate reactivity, particularly in amide bond formation and peptide coupling reactions. It exhibits good stability under normal conditions but requires storage in a desiccator to prevent moisture absorption.

The compound (2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride can be synthesized via a multi-step process starting from 3-chlorobenzyl alcohol and pyrrolidine. Common methods involve the formation of a protected pyrrolidine derivative, followed by coupling with the 3-chlorobenzyl alcohol derivative. The reaction typically requires the use of a suitable base and a suitable catalyst to achieve high selectivity and yield. The final step involves the addition of hydrochloric acid to form the hydrochloride salt.

(2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride finds application in the pharmaceutical industry, particularly in the synthesis of peptides and peptidomimetics due to its amide functionality. It is also used in the polymer industry for modifying polymer properties and in the sensor industry for developing chemical sensors. Additionally, its use in semiconductor applications for surface functionalization is reported, though on a smaller scale.

When handling (2S,4R)-4-(3-Chlorobenzyl)pyrrolidine-2-carboxylic acid hydrochloride, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The substance should be handled in a well-ventilated area or in a fume hood to minimize inhalation risk. Spills should be immediately cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the material safety data sheet (MSDS) for detailed safety information and emergency procedures.