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Merck
CN

477494

2,6-Bis[(4R)-(+)-isopropyl-2-oxazolin-2-yl]pyridine

99%

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About This Item

Empirical Formula (Hill Notation):
C17H23N3O2
CAS Number:
Molecular Weight:
301.38
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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Product Name

2,6-Bis[(4R)-(+)-isopropyl-2-oxazolin-2-yl]pyridine, 99%

InChI

1S/C17H23N3O2/c1-10(2)14-8-21-16(19-14)12-6-5-7-13(18-12)17-20-15(9-22-17)11(3)4/h5-7,10-11,14-15H,8-9H2,1-4H3/t14-,15-/m0/s1

SMILES string

CC(C)[C@@H]1COC(=N1)c2cccc(n2)C3=N[C@@H](CO3)C(C)C

InChI key

CSGQGLBCAHGJDR-GJZGRUSLSA-N

assay

99%

optical activity

[α]20/D +118°, c = 0.7 in methylene chloride

mp

154-156 °C (lit.)

functional group

ether

Quality Level

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Iryna D Alshakova et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(50), 11734-11744 (2019-07-19)
This work unveils the reactivity patterns, as well as ligand and additive effect on alkali-metal-base-catalyzed transfer hydrogenation of ketones. Crucially to this reactivity is the presence of a Lewis acid (alkali cation), as opposed to a simple base effect. With
Bolm, C.
Angewandte Chemie (International Edition in English), 30, 542-542 (1991)
Gant, T.G. Meyers, A.I.
Tetrahedron, 50, 2297-2297 (1994)
Pfaltz, A.
Accounts of Chemical Research, 26, 339-339 (1993)

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