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(1R,4S)-4-hydroxycyclopent-2-en-1-yl acetate; CAS No.: 60410-16-4;(1R,4S)-4-hydroxycyclopent-2-en-1-yl acetate. PROPERTIES: (1R,4S)-4-hydroxycyclopent-2-en-1-yl acetate is a chiral cyclopentene derivative with a molecular weight of 170.19 g/mol. This colorless liquid has a boiling point around 120-122 C at 760 mmHg. The molecule features a cyclopent-2-en-1-yl ring with specific (1R,4S) stereochemistry, substituted with a hydroxyl group at position 4 and an acetate ester at position 1. It demonstrates moderate solubility in common organic solvents such as diethyl ether and chloroform but limited water solubility. Proper storage involves keeping in tightly sealed containers at room temperature, protected from light and moisture. Safety considerations include the ester group's flammability and the hydroxyl group's potential to form hydrogen bonds. Standard laboratory safety protocols should be observed. APPLICATIONS: This compound primarily functions as a chiral building block in the synthesis of pharmaceuticals and specialty chemicals, where the cyclopentene ring provides structural diversity for receptor interactions. In medicinal chemistry, it has been employed in developing antiviral agents targeting RNA viruses and has shown utility in creating kinase inhibitors for cancer therapy. The chiral cyclopentene structure has also been explored in materials science for developing chiral ligands in asymmetric catalysis, leveraging the hydroxyl and acetate groups' stereoelectronic effects. These applications are supported by research published in the Journal of Medicinal Chemistry and the Journal of Catalysis.