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405981

Sigma-Aldrich

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

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C31H26N2O2
CAS Number:
139021-82-2
Molecular Weight:
458.55
MDL number:
MFCD00192294
UNSPSC Code:
12352005
PubChem Substance ID:
24865345
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

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC2894V
MKBH8709V
MKBG8454V
MKBG6414V
MKBD8027V

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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

C2-symmetric chiral bisoxazolines (BOX) ligands

C2-symmetric chiral bisoxazolines (BOX) are privileged structures because they promote a great number of transformations with unprecedented selectivity.1

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