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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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Pack SizeSKUAvailabilityPrice
250 mg
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$166.00

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

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Quality Level

200

assay

99%

optical activity

[α]20/D −120°, c = 5 in chloroform

mp

89-91 °C (lit.)

functional group

ether

SMILES string

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

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

InChI key

DPMGLJUMNRDNMX-VXGBXAGGSA-N

Application

Chiral catalyst for asymmetric synthesis.[1] C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

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405965407151405973
2,2′-Isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline] 99%

Sigma-Aldrich

406147

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

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

Sigma-Aldrich

405965

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

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

Sigma-Aldrich

407151

2,6-Bis[(4S)-(−)-isopropyl-2-oxazolin-2-yl]pyridine

2,2′-Bis[(4S)-4-benzyl-2-oxazoline] 98%

Sigma-Aldrich

405973

2,2′-Bis[(4S)-4-benzyl-2-oxazoline]

assay

99%

assay

99%

assay

99%

assay

98%

functional group

ether

functional group

ether

functional group

ether

functional group

ether, phenyl

optical activity

[α]20/D −120°, c = 5 in chloroform

optical activity

[α]20/D −118°, c = 0.5 in chloroform

optical activity

[α]25/D −118°, c = 0.7 in methylene chloride

optical activity

[α]20/D −40.6°, c = 1 in ethanol

mp

89-91 °C (lit.)

mp

51-53 °C (lit.)

mp

155-157 °C (lit.)

mp

129-132 °C (lit.)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

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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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.

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
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
Tetrahedron Letters, 44, 7849-7850 (2003)
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Global Trade Item Number

SKUGTIN
406147-250MG04061833055182

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