405965

Sigma-Aldrich

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

99%

Synonym(s):
(S,S)-2,2′-Methylenebis(4-tert-butyl-2-oxazoline)
Empirical Formula (Hill Notation):
C15H26N2O2
CAS Number:
Molecular Weight:
266.38
Beilstein/REAXYS Number:
4190673
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

assay

99%

optical activity

[α]20/D −118°, c = 0.5 in chloroform

mp

51-53 °C (lit.)

SMILES string

CC(C)(C)[C@H]1COC(CC2=N[C@H](CO2)C(C)(C)C)=N1

InChI

1S/C15H26N2O2/c1-14(2,3)10-8-18-12(16-10)7-13-17-11(9-19-13)15(4,5)6/h10-11H,7-9H2,1-6H3/t10-,11-/m1/s1

InChI key

WCCCBUXURHZPQL-GHMZBOCLSA-N

Related Categories

Application

C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.
2,2′-Methylenebis[(4S)-4-tert-butyl-2-oxazoline] (BOX ligand) can be used as a C2 symmetric ligand for enantioselective asymmetric catalysis. It easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

Packaging

500 mg in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Selective oxidation of alkenes and alkynes catalyzed by copper complexes
Alvarez LX, et al.
Applied Catalysis A: General, 325(2), 303-308 (2007)
Heterogeneous bisoxazoline/copper complex: A green catalyst for the enantioselective reaction of nitromethane with substituted benzaldehydes
Maggi R, et al.
European Journal of Organic Chemistry, 2011(28), 5551-5554 (2011)
C 2-Symmetric bis (oxazolinato) lanthanide catalysts for enantioselective intramolecular hydroamination/cyclization
Hong S, et al.
Journal of the American Chemical Society, 125(48), 14768-14783 (2003)
Bolm, C.
Angewandte Chemie (International Edition in English), 30, 542-542 (1991)
Gant, T.G. Meyers, A.I.
Tetrahedron, 50, 2297-2297 (1994)
Articles
C2-symmetric chiral bisoxazolines (BOX) ligands
Read More

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