Skip to Content
Merck
CN
All Photos(1)

Documents

719641

Sigma-Aldrich

(4S)-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-5,5-dimethyl-4-(1-methylethyl)-oxazole

97%

Synonym(s):

(S)-2-(2-(Diphenylphosphino)phenyl)-4-isopropyl-5,5-dimethyl-4,5-dihydrooxazole, (S)-5,5-(Dimethyl)-i-Pr-PHOX

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C26H28NOP
CAS Number:
Molecular Weight:
401.48
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

solid

mp

124-128 °C

SMILES string

CC(C)[C@@H]1N=C(OC1(C)C)c2ccccc2P(c3ccccc3)c4ccccc4

InChI

1S/C26H28NOP/c1-19(2)24-26(3,4)28-25(27-24)22-17-11-12-18-23(22)29(20-13-7-5-8-14-20)21-15-9-6-10-16-21/h5-19,24H,1-4H3/t24-/m0/s1

InChI key

JGUZEKBWCGNHHN-DEOSSOPVSA-N

Related Categories

Application

(S)-5,5-(Dimethyl)-i-Pr-PHOX is a phosphinooxazoline ligand (PHOX), belongs to the class of non-C2 symmetric chiral ligand.
It can be used in:
  • The enantioselective Pd-catalyzed allylation reactions.
  • The synthesis of (R)-2-phenyl-2,5-dihydrofuran by the enantioselective Heck reaction between 2,3-dihydrofuran and phenyl triflate.
  • The allylation reaction of fluorinated allyl enol carbonates and fluorinated silyl enol ethers to prepare allylated tert α-fluoroketones.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Use of 5, 5-(Dimethyl)-i-Pr-PHOX as a practical equivalent to t-Bu-PHOX in asymmetric catalysis
Belanger E, et al.
Organic Letters, 11(10), 2201-2204 (2009)
Design, Synthesis, and Applications of Potential Substitutes of t-Bu-Phosphinooxazoline in Pd-Catalyzed Asymmetric Transformations and Their Use for the Improvement of the Enantioselectivity in the Pd-Catalyzed Allylation Reaction of Fluorinated Allyl Enol Carbonates
Belanger E, et al.
The Journal of Organic Chemistry, 77(1), 317-331 (2012)

Related Content

Andreas Pfaltz has a longstanding interest in the design of chiral ligands for asymmetric catalysis. The semicorrins developed in his group served as the prototype for an important family of nitrogen ligands, the bisoxazolines, which have found widespread use in catalytic asymmetric synthesis.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service