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496065

Sigma-Aldrich

2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine

98%

Synonym(s):

(R,R)-2,6-Bis(4,5-dihydro-4-phenyl-2-oxazolyl)pyridine, (R,R)-2,6-Bis(4-phenyl-2-oxazolinyl)pyridine

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About This Item

Empirical Formula (Hill Notation):
C23H19N3O2
CAS Number:
128249-70-7
Molecular Weight:
369.42
MDL number:
MFCD01863585
UNSPSC Code:
12352005
PubChem Substance ID:
24873016
NACRES:
NA.22

assay

98%

optical activity

[α]22/D 187°, c = 1 in methylene chloride

mp

171-175 °C (lit.)

functional group

ether
phenyl

SMILES string

C1OC(=N[C@@H]1c2ccccc2)c3cccc(n3)C4=N[C@@H](CO4)c5ccccc5

InChI

1S/C23H19N3O2/c1-3-8-16(9-4-1)20-14-27-22(25-20)18-12-7-13-19(24-18)23-26-21(15-28-23)17-10-5-2-6-11-17/h1-13,20-21H,14-15H2/t20-,21-/m0/s1

InChI key

HLHBIMJNCKZZQO-SFTDATJTSA-N

Related Categories

Application

2,6-Bis[(4R)-4-phenyl-2-oxazolinyl]pyridine [Pybox] may be used as a chiral ligand in the copper-catalyzed enatioselective arylation of N-arylated tetrahydroisoquinolines (THIQs) with arylboronic acids in the presence of a photoredox catalyst.

pictograms

Exclamation mark
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCL3208
MKCG6453
MKBN3750V
MKBL7837V
MKBC6884

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Copper-catalyzed asymmetric sp3 C-H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst.
Querard P, et al.
Beilstein Journal of Organic Chemistry, 12(1), 2636-2643 (2016)

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