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  • 406147 - 2,2′-Isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]

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406147 Sigma-Aldrich

2,2′-Isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]

99%

Synonym: (S,S)-2,2′-Isopropylidene-bis(4-tert-butyl-2-oxazoline)

  • CAS Number 131833-93-7

  • Empirical Formula (Hill Notation) C17H30N2O2

  • Molecular Weight 294.43

  •  MDL number MFCD00192243

  •  PubChem Substance ID 24865358

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, BOX, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Privileged Ligands and Complexes More...
assay   99%
optical activity   [α]20/D −120°, c = 5 in chloroform
mp   89-91 °C (lit.)
SMILES string   CC(C)(C)[C@H]1COC(=N1)C(C)(C)C2=N[C@H](CO2)C(C)(C)C
InChI   1S/C17H30N2O2/c1-15(2,3)11-9-20-13(18-11)17(7,8)14-19-12(10-21-14)16(4,5)6/h11-12H,9-10H2,1-8H3/t11-,12-/m1/s1
InChI key   DPMGLJUMNRDNMX-VXGBXAGGSA-N

Description

Application

Chiral catalyst for asymmetric synthesis. C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

Packaging

250 mg in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

BOX

C2-symmetric chiral bisoxazolines (BOX) are privileged structures because they promote a great number of transformations with unprecedented selectivity.1 In 1991, in the same Journal of American Chem...
William Sommer and Daniel Weibel
ChemFiles 2008, 8.2, 64.
Keywords: Addition reactions, Asymmetric synthesis, Catalysis, Cyclopropanations, Ligands, transformation

Peer-Reviewed Papers
15

References

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Product #

Description

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912255 sBOX(tBu), ≥95%
912778 sBOX(iPr), ≥95%

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