(4S)-4-Fluoro-D-proline(CAS: 131176-02-8)

(4S)-4-Fluoro-D-proline is a chiral amino acid derivative. It is a white crystalline solid with a molecular weight of approximately 177.07 g/mol. It is slightly soluble in water but soluble in organic solvents. The compound exhibits moderate reactivity typical of amino acids, particularly in peptide bond formation and derivatization reactions.

(4S)-4-Fluoro-D-proline can be synthesized via chemical derivatization of D-proline using fluorinating agents such as PFP (pentafluorophenyl trifluoromethanesulfonate) under controlled conditions. Common procedures involve the use of reagents like trifluoromethanesulfonic anhydride to introduce the fluorine substituent, followed by purification and crystallization techniques.

(4S)-4-Fluoro-D-proline is primarily used in the pharmaceutical industry for the synthesis of certain medications. It also finds applications in the polymer industry for the development of special polymers and in the chemical sensor industry for the creation of selective chemical sensors. Additionally, it may be used in research for studying amino acid chemistry and in semiconductor applications for specific chemical functionalities.

When handling (4S)-4-Fluoro-D-proline, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up carefully using an appropriate solvent, and the area should be thoroughly washed. Always consult the Safety Data Sheet (SDS) for detailed handling and safety instructions.