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Merck
CN

406147

2,2′-Isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]

99%

Synonym(s):

(S,S)-2,2′-Isopropylidene-bis(4-tert-butyl-2-oxazoline)

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About This Item

Empirical Formula (Hill Notation):
C17H30N2O2
CAS Number:
131833-93-7
Molecular Weight:
294.43
NACRES:
NA.22
PubChem Substance ID:
24865358
UNSPSC Code:
12352005
MDL number:
MFCD00192243

Key Documents

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Product Name

2,2′-Isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline], 99%

InChI

1S/C17H30N2O2/c1-15(2,3)11-9-20-13(18-11)17(7,8)14-19-12(10-21-14)16(4,5)6/h11-12H,9-10H2,1-8H3/t11-,12-/m1/s1

SMILES string

CC(C)(C)[C@H]1COC(=N1)C(C)(C)C2=N[C@H](CO2)C(C)(C)C

InChI key

DPMGLJUMNRDNMX-VXGBXAGGSA-N

assay

99%

optical activity

[α]20/D −120°, c = 5 in chloroform

mp

89-91 °C (lit.)

functional group

ether

Quality Level

200

Related Categories

Application

Chiral catalyst for asymmetric synthesis. 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

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

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
0000069485
0000063053
0000043775
0000038763
0000026162

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Tetrahedron Letters, 45, 4213-4216 (2004)
Mauro Marigo et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 10(9), 2133-2137 (2004-04-28)
The first general catalytic asymmetric bromination and chlorination of beta-ketoesters has been developed. The reactions proceed for both acyclic and cyclic beta-ketoesters catalyzed by chiral bisoxazolinecopper(II) complexes giving the corresponding optically active alpha-bromo- and alpha-chloro-beta-ketoesters in high yields and moderate
Tetrahedron Letters, 44, 7849-7850 (2003)
L C Madoff et al.
Infection and immunity, 60(12), 4989-4994 (1992-12-01)
Group B streptococci (GBS) cause the majority of cases of neonatal sepsis and meningitis in the United States. Immunization of women of childbearing age is one strategy under consideration for the prevention of neonatal disease. The beta C protein, a
Nicholas Gathergood et al.
Organic & biomolecular chemistry, 2(7), 1077-1085 (2004-03-23)
The direct aldol reaction of 2-ketoesters catalyzed by chiral bisoxazoline copper(II) complexes has been investigated. First the direct homo-aldol reaction of ethyl pyruvate is reported which proceeds to give diethyl 2-hydroxy-2-methyl-4-oxoglutarate. This was isolated as the more stable optically active
View All Related Papers

Articles

C2-symmetric chiral bisoxazolines (BOX) ligands

BOX ligand complex enhances catalytic enantioselective aziridination of styrene, with phenyl substituents proving superior over t-Bu groups.

C2型轴对称手性双噁唑啉（BOX）配体

使用络合Cu(I)OTf的BOX配体进行不对称催化苯乙烯合成氮杂环丙烷的反应，BOX配体带苯基取代基的优于具有位阻需求的叔丁(t-Bu)基团。

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