1,4-Di-O-tosyl-2,3-O-isopropylidene-D-threitol (CAS 51064-65-4)

1,4-Di-O-tosyl-2,3-O-isopropylidene-D-threitol is a synthetic derivative of D-threitol utilized extensively in the field of organic synthesis for its role as a chiral auxiliary and protective agent. This compound features tosylate groups at the 1 and 4 positions and an isopropylidene moiety protecting the central diol, which serves multiple purposes: it increases the molecule's stability under various conditions and enhances its reactivity toward selective chemical reactions. The presence of the tosylate groups makes the molecule a versatile intermediate for nucleophilic substitutions, enabling the introduction of various functional groups that are pivotal in the synthesis of complex organic molecules, including asymmetric catalysts and active pharmaceutical ingredients. Its utility in research includes the development of new methodologies for constructing stereocenter-containing compounds, pivotal in the study of molecular interactions and reactions. Moreover, this chemical is used to explore the mechanisms of selective protection and deprotection, which are critical in multi-step organic syntheses. The compound is particularly valuable in academic and industrial settings where precise control over molecular architecture is necessary to achieve desired reactivity and selectivity.