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2,2-Bis[2-(4R,5S-diphenyl-1,3-oxazolinyl)]propane, 95%

Catalog Number
ACM157904671
Product Name
2,2-Bis[2-(4R,5S-diphenyl-1,3-oxazolinyl)]propane, 95%
Structure
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CAS
157904-67-1
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Synonyms
(4R,4'R,5S,5'S)-2,2'-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole;157904-67-1;2,2'-Dimethylmethylenebis(4,5-diphenyl-4,5-dihydrooxazole);(4S,4'S,5R,5'R)-2,2'-(1-Methylethylidene)bis[4,5-dihydro-4,5-diphenyloxazole;157825-96-2;
IUPAC Name
2-[2-(4,5-diphenyl-4,5-dihydro-1,3-oxazol-2-yl)propan-2-yl]-4,5-diphenyl-4,5-dihydro-1,3-oxazole;
Molecular Weight
486.615g/mol
Molecular Formula
C33H30N2O2;
Canonical SMILES
CC(C)(C1=NC(C(O1)C2=CC=CC=C2)C3=CC=CC=C3)C4=NC(C(O4)C5=CC=CC=C5)C6=CC=CC=C6;
InChI
InChI=1S/C33H30N2O2/c1-33(2,31-34-27(23-15-7-3-8-16-23)29(36-31)25-19-11-5-12-20-25)32-35-28(24-17-9-4-10-18-24)30(37-32)26-21-13-6-14-22-26/h3-22,27-30H,1-2H3;
InChI Key
ZWWGNCSTEMMQOQ-UHFFFAOYSA-N;
Complexity
744
Covalently-Bonded Unit Count
1
Exact Mass
486.231g/mol
H-Bond Acceptor
4
Heavy Atom Count
37
Monoisotopic Mass
486.231g/mol
Rotatable Bond Count
6
Topological Polar Surface Area
43.2A^2
Undefined Atom Stereocenter Count
4
Application
The purpose of 2,2-Bis[2-(4R,5S-diphenyl-1,3-oxazolinyl)]propane, 95%, is to serve as a chiral ligand in various selective catalysis processes. It is instrumental in the development of selective exo-catalysts for enantioselective 1,3-dipolar cycloaddition reactions. Additionally, this compound facilitates the asymmetric aminooxygenation of alkenes, where it functions in conjunction with tetramethylaminopyridyl radical (TEMPO) as an oxidant and copper(II) triflate as a catalyst. It is also valuable in the asymmetric aminofluorination of olefins, particularly when utilizing an iron catalyst. Recently, this chiral Box ligand has been effectively used to mediate asymmetric aminofluorination of olefins involving Xtalfuor-E and TREAT-HF, resulting in cyclic carbamates that are readily convertible into beta-fluoro amino acids.
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