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477494

Sigma-Aldrich

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:
131864-67-0
Molecular Weight:
301.38
MDL number:
MFCD01321334
UNSPSC Code:
12352005
PubChem Substance ID:
24871378
NACRES:
NA.22

Assay

99%

optical activity

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

mp

154-156 °C (lit.)

SMILES string

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

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

InChI key

CSGQGLBCAHGJDR-GJZGRUSLSA-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
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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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)

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