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704059

Sigma-Aldrich

2,6-Bis((S)-4,5-dihydro-4-phenethyloxazol-2-yl)pyridine

97%

Synonym(s):

(S)-BnCH2-PyBox, (S,S)-2,6-Bis(4-benzylmethyl-2-oxazolin-2-yl)pyridine

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250 MG
$133.90
1 G
$366.80

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250 MG
$133.90
1 G
$366.80

About This Item

Empirical Formula (Hill Notation):
C27H27N3O2
CAS Number:
1012042-02-2
Molecular Weight:
425.52
MDL number:
MFCD11656173
UNSPSC Code:
12352005
PubChem Substance ID:
329762089
NACRES:
NA.22

$133.90

List Price$168.00Save 20%

In StockDetails

Request a Bulk Order

Quality Level

100

assay

97%

form

powder

optical activity

[α]22/D −75, c = 1 in chloroform

mp

154-158 °C

functional group

ether
phenyl

SMILES string

C(Cc1ccccc1)[C@H]2COC(=N2)c3cccc(n3)C4=N[C@@H](CCc5ccccc5)CO4

InChI

1S/C27H27N3O2/c1-3-8-20(9-4-1)14-16-22-18-31-26(28-22)24-12-7-13-25(30-24)27-29-23(19-32-27)17-15-21-10-5-2-6-11-21/h1-13,22-23H,14-19H2/t22-,23-/m0/s1

InChI key

IYRZZMJRGHERQU-GOTSBHOMSA-N

Application

Ligand for asymmetric Negishi cross-coupling of secondary allylic chlorides[1]

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
77597LJV
77597LJ

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Sunghee Son et al.
Journal of the American Chemical Society, 130(9), 2756-2757 (2008-02-09)
Complementing previous advances in allylation chemistry, an effective nickel/Pybox catalyst for regioselective asymmetric Negishi cross-couplings of racemic secondary allylic chlorides with readily available organozinc halides has been developed. The method has been applied in two key steps of a formal

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