(-)-1,4-Di-O-tosyl-2,3-O-isopropylidene-L-threitol (CAS 37002-45-2)

(−)-1,4-Di-O-tosyl-2,3-O-isopropylidene-L-threitol is a chemically synthesized derivative of L-threitol, extensively used in organic chemistry for its role as a chiral building block in asymmetric synthesis. The compound features tosyl (tosylate) groups and an isopropylidene moiety protecting the diol functions, which not only increases its stability but also makes it a valuable intermediate for subsequent synthetic modifications. The tosyl groups enhance the electrophilic character of the molecule, making it more reactive towards nucleophilic attack, which is critical in the formation of glycosidic bonds or coupling reactions with various organic substrates. This property is utilized in the synthesis of complex molecules, including natural products and active pharmaceutical ingredients where specific stereochemical control is required. Its application in research is focused on exploring new synthetic pathways that can efficiently produce molecules with multiple chiral centers. This compound′s structural features allow researchers to study the kinetic resolution of alcohols and the selective protection and deprotection of functional groups, which are key processes in the development of pharmacologically active compounds. The usage of this chemical in research provides deep insights into the manipulation of molecular symmetry and reactivity, crucial for advancing synthetic chemistry techniques.