795682

(4R,4′R,5S,5′S)-2,2′-(1-Methylethylidene

95%

• Synonym(s): 2,2-Bis[2-(4R,5S-diphenyl-1,3-oxazolinyl)]propane
• Empirical Formula (Hill Notation): C₃₃H₃₀N₂O₂
• CAS Number: 157904-67-1
• Molecular Weight: 486.60
• MDL number: MFCD24849939
• UNSPSC Code: 12352005
• PubChem Substance ID: 329768502
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• form: solid
• mp: 164-169 °C
• functional group: ether; phenyl
• SMILES string: CC(C1=N[C@H](C2=CC=CC=C2)[C@H](C3=CC=CC=C3)O1)(C)C4=N[C@H](C5=CC=CC=C5)[C@H](C6=CC=CC=C6)O4
• 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/t27-,28-,29+,30+/m1/s1
• InChI key: ZWWGNCSTEMMQOQ-XAZDILKDSA-N

Description

Application

(4R,4′R,5S,5′S)-2,2′-(1-Methylethylidene) or (4S,5R)-Bis-Phbox) can be used as a ligand:

• To prepare selective exo-catalysts for enantioselective 1,3-dipolar cycloaddition reactions.
• In the asymmetric aminooxygenation of alkenes in the presence of tetramethylaminopyridyl radical (TEMPO) as an oxidant and copper(II) triflate as a catalyst.
• In asymmetric aminofluorination of olefins using an iron catalyst.

This chiral Box ligand was most recently shown to mediate an asymmetric aminofluorination of olefins utlizing Xtalfuor-E (719439) and TREAT-HF (344648). The resulting cyclic carbamates can be readily converted into their concomitant beta-fluoro amino acids.

Other Notes

Iron(II)-Catalyzed Intramolecular Olefin Aminofluorination

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable