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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)

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About This Item

Empirical Formula (Hill Notation):
C15H26N2O2
CAS Number:
Molecular Weight:
266.38
Beilstein/REAXYS Number:
4190673
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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

Application

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

pictograms

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signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Selective oxidation of alkenes and alkynes catalyzed by copper complexes
Alvarez LX, et al.
Applied Catalysis A: General, 325(2), 303-308 (2007)
Pfaltz, A.
Accounts of Chemical Research, 26, 339-339 (1993)
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

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