• USA Home
  • 795682 - (4R,4′R,5S,5′S)-2,2′-(1-Methylethylidene

EMAIL THIS PAGE TO A FRIEND
795682 Sigma-Aldrich

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

95%

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

  • CAS Number 157904-67-1

  • Empirical Formula (Hill Notation) C33H30N2O2

  • Molecular Weight 486.60

  •  MDL number MFCD24849939

  •  PubChem Substance ID 329768502

  •  NACRES NA.22

Purchase

Properties

Quality Level   100
assay   95%
mp   164-169 °C
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.

Packaging

250 mg in amber glass bottle

Other Notes

Iron(II)-Catalyzed Intramolecular Olefin Aminofluorination

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number
Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?