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    131833-97-1

    Catalog No. EBD41086

    CAS 131833-97-1

    Name (R,R)-(-)-2,2'-Isopropylidenebis(4-tert-butyl-2-oxazoline)

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    Basic Information

    Synonyms: (R,R)-(-)-2,2'-Isopropylidenebis(4-tert-butyl-2-oxazoline) (R,R)-(+)-2,2-Isopropylidenebis(4-Tert-Butyl-2-Oxazoline) (4R,4'R)-2,2'-propane-2,2-diylbis(4-tert-butyl-4,5-dihydro-1,3-oxazole) (r,r)-(+)-2,2-isopropylidenebis(4-tert-butyl-2-oxazolin (r,r)-(-)-2,2’-isopropylideneboxazoline) (4r,4'r)-2,2'-(1-methylethylidene)bis[4-(1,1-dimethylethyl)-4,5-dihydro-oxazole (4r,4'r)-2,2'-(propane-2,2-diyl)bis(4-(tert-butyl)-4,5-dihydrooxazole)

    Molecular Formula: C17H30N2O2

    Molecular Weight: 294.43

    MDL Number: MFCD07368371

    Categories: Synthetic Chemistry > Catalysts and Ligands > Nitrogen Ligands Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands

    Product Description:
    (R,R)-(-)-2,2'-Isopropylidenebis(4-tert-butyl-2-oxazoline) is a chiral bis(oxazoline) ligand, commonly abbreviated as (R,R)-tBu-BOX. Structurally, it features two oxazoline rings connected via a quaternary carbon center, with tert-butyl groups providing steric bulk and the isopropylidene bridge enforcing a rigid, C2-symmetric chiral environment. This compound is primarily utilized as a privileged chiral ligand in asymmetric catalysis. It forms stable complexes with a variety of transition metals, including copper, zinc, and palladium, to catalyze enantioselective reactions such as cyclopropanation, Diels-Alder reactions, and aldol condensations. The C2-symmetry and tunable steric properties of the tert-butyl groups are critical for achieving high enantioselectivity. As a nitrogen-donor ligand, it is a cornerstone in the field of asymmetric synthesis, particularly for academic research and the development of enantiopure pharmaceutical intermediates. Its high purity and defined stereochemistry make it a standard tool for chemists requiring precise chiral induction.
    Physical Properties

    Boiling Point: 350.424°C at 760 mmHg

    Flash Point: 134.912°C

    Density: 1.048g/cm3

    mg g kg ml l t