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405965

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

Name: 2,2′-Methylenebis[(4<I>S</I>)-4-<I>tert</I>-butyl-2-oxazoline]
Brand: ALDRICH

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₂₆N₂O₂

CAS Number:

132098-54-5

Molecular Weight:

266.38

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24865343

MDL number:

MFCD00192290

Beilstein/REAXYS Number:

4190673

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Properties

Quality Level

200

assay

99%

optical activity

[α]20/D −118°, c = 0.5 in chloroform

mp

51-53 °C (lit.)

functional group

ether

SMILES string

CC(C)(C)[C@H]1COC(CC2=N[C@H](CO2)C(C)(C)C)=N1

InChI

1S/C15H26N2O2/c1-14(2,3)10-8-18-12(16-10)7-13-17-11(9-19-13)15(4,5)6/h10-11H,7-9H2,1-6H3/t10-,11-/m1/s1

InChI key

WCCCBUXURHZPQL-GHMZBOCLSA-N

Description

Application

2,2′-Methylenebis[(4S)-4-tert-butyl-2-oxazoline] (BOX ligand) can be used as a C₂ symmetric ligand for enantioselective asymmetric catalysis. It easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

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

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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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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。

Selective oxidation of alkenes and alkynes catalyzed by copper complexes

Alvarez LX, et al.

Applied Catalysis A: General, 325(2), 303-308 (2007)

Heterogeneous bisoxazoline/copper complex: A green catalyst for the enantioselective reaction of nitromethane with substituted benzaldehydes

Maggi R, et al.

European Journal of Organic Chemistry, 2011(28), 5551-5554 (2011)

C 2-Symmetric bis (oxazolinato) lanthanide catalysts for enantioselective intramolecular hydroamination/cyclization

Hong S, et al.

Journal of the American Chemical Society, 125(48), 14768-14783 (2003)

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Global Trade Item Number

SKU	GTIN
405965-500MG	04061832985794