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:
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
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.
signalword
Warning
hcodes
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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