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405981

Sigma-Aldrich

2,2′-Methylenebis[(4R,5S)-4,5-diphenyl-2-oxazoline]

99%

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Synonym(s):
(4R,5S,4′R,5′S)-2,2′-Methylenebis(4,5-diphenyl-2-oxazoline)
Empirical Formula (Hill Notation):
C31H26N2O2
CAS Number:
Molecular Weight:
458.55
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

mp

205-208 °C (lit.)

SMILES string

C(C1=N[C@@H]([C@@H](O1)c2ccccc2)c3ccccc3)C4=N[C@@H]([C@@H](O4)c5ccccc5)c6ccccc6

InChI

1S/C31H26N2O2/c1-5-13-22(14-6-1)28-30(24-17-9-3-10-18-24)34-26(32-28)21-27-33-29(23-15-7-2-8-16-23)31(35-27)25-19-11-4-12-20-25/h1-20,28-31H,21H2/t28-,29-,30+,31+/m1/s1

InChI key

BVEHHQYXICTXGR-VKONIRKNSA-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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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

BOX ligand complex enhances catalytic enantioselective aziridination of styrene, with phenyl substituents proving superior over t-Bu groups.

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