(−)-2,3-O-Isopropylidene-D-threitol (CAS 73346-74-4)

(−)-2,3-O-Isopropylidene-D-threitol is a cyclic acetal derivative of D-threitol, a tetrose sugar alcohol. This compound is widely used in synthetic organic chemistry and stereochemistry research due to its defined chiral centers and stability. The isopropylidene group protects the hydroxyl groups at positions 2 and 3, enhancing the compound′s stability and facilitating selective reactions at other sites. Researchers utilize (−)-2,3-O-Isopropylidene-D-threitol as a chiral building block in the synthesis of complex organic molecules, including natural products and pharmaceuticals. Its well-defined stereochemistry makes it an ideal candidate for studying enantioselective reactions and developing new methods for asymmetric synthesis. Additionally, this compound serves as a precursor for the synthesis of various chiral ligands and catalysts, which are essential for promoting enantioselective transformations in organic synthesis. In carbohydrate chemistry, (−)-2,3-O-Isopropylidene-D-threitol is employed to explore the mechanisms of acetal formation and hydrolysis, providing insights into protecting group strategies and their impact on reaction outcomes. Its use in synthesizing polyols and other sugar derivatives aids in understanding the structural and functional properties of these compounds in biological and chemical systems. Overall, (−)-2,3-O-Isopropylidene-D-threitol is a valuable tool in advancing research in stereochemistry, organic synthesis, and carbohydrate chemistry, contributing to the development of novel synthetic methodologies and understanding of chiral molecules.