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405000

(−)-2,2′-Isopropylidenebis[(4S)-4-phenyl-2-oxazoline]

Name: (−)-2,2′-Isopropylidenebis[(4<I>S</I>)-4-phenyl-2-oxazoline]
Brand: ALDRICH

97%

Synonym(s):

(S,S)-2,2′-Isopropylidenebis(4-phenyl-2-oxazoline), (S,S)-2,2-Bis(4-phenyl-2-oxazolin-2-yl)propane

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₂N₂O₂

CAS Number:

131457-46-0

Molecular Weight:

334.41

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24865286

MDL number:

MFCD00192245

Beilstein/REAXYS Number:

4266906

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Properties

Quality Level

100

assay

97%

optical activity

[α]20/D −160°, c = 1 in ethanol

bp

193 °C/0.03 mmHg (lit.)

mp

37-41 °C (lit.)

density

1 g/mL at 25 °C (lit.)

functional group

ether, phenyl

storage temp.

−20°C

SMILES string

CC(C)(C1=N[C@H](CO1)c2ccccc2)C3=N[C@H](CO3)c4ccccc4

InChI

1S/C21H22N2O2/c1-21(2,19-22-17(13-24-19)15-9-5-3-6-10-15)20-23-18(14-25-20)16-11-7-4-8-12-16/h3-12,17-18H,13-14H2,1-2H3/t17-,18-/m1/s1

InChI key

JTNVCJCSECAMLD-QZTJIDSGSA-N

Description

Application

C₂ symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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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.

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。

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)

Global Trade Item Number

SKU	GTIN
405000-1G	04061826094921
405000-250MG	04061838135582