Key Documents

417068

(4S)-(+)-Phenyl-α-[(4S)-phenyloxazolidin-2-ylidene]-2-oxazoline-2-acetonitrile

Name: (4<I>S</I>)-(+)-Phenyl-α-[(4<I>S</I>)-phenyloxazolidin-2-ylidene]-2-oxazoline-2-acetonitrile
Brand: ALDRICH

97%

Synonym(s):

(S,S)-4-Phenyl-α-(4-phenyloxazolidin-2-ylidene)-2-oxazoline-2-acetonitrile

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₂₀H₁₇N₃O₂

CAS Number:

150639-33-1

Molecular Weight:

331.37

NACRES:

NA.22

PubChem Substance ID:

24866118

UNSPSC Code:

12352005

MDL number:

MFCD00192394

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Quality Level

200

assay

97%

form

solid

optical activity

[α]20/D +364°, c = 1 in chloroform

mp

146-148 °C (lit.)

functional group

ether, nitrile, phenyl

SMILES string

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

InChI

1S/C20H17N3O2/c21-11-16(19-22-17(12-24-19)14-7-3-1-4-8-14)20-23-18(13-25-20)15-9-5-2-6-10-15/h1-10,17-18,22H,12-13H2/b19-16-/t17-,18-/m1/s1

InChI key

QVVGSAYHUSBCQV-SRKGJJLTSA-N

Description

General description

(4S)-(+)-Phenyl-α-[(4S)-phenyloxazolidin-2-ylidene]-2-oxazoline-2-acetonitrile is a C₂-symmetric chiral bisoxazoline (BOX) ligand.

Application

(4S)-(+)-Phenyl-α-[(4S)-phenyloxazolidin-2-ylidene]-2-oxazoline-2-acetonitrile/Re(V)-oxo complex can catalyze the asymmetric hydrosilylation of ketones.

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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。

Enantioselective Reduction of Ketones and Imines Catalyzed by (CN-Box) ReV-Oxo Complexes.

Nolin KA, et al.

Chemistry?A European Journal , 16(31), 9555-9562 (2010)

Bolm, C.

Angewandte Chemie (International Edition in English), 30, 542-542 (1991)

Gant, T.G. Meyers, A.I.

Tetrahedron, 50, 2297-2297 (1994)

View All Related Papers

Global Trade Item Number

SKU	GTIN
417068-1G	04061826262696