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719641

(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

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About This Item

Empirical Formula (Hill Notation):
C26H28NOP
CAS Number:
1152313-76-2
Molecular Weight:
401.48
NACRES:
NA.22
PubChem Substance ID:
329763666
UNSPSC Code:
12352005
MDL number:
MFCD16621462
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Quality Segment

assay

97%

form

solid

mp

124-128 °C

functional group

ether, phosphine

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

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.

Use of 5,5-(Dimethyl)-i-Pr-PHOX as a Practical Equivalent to t-Bu-PHOX in Asymmetric Catalysis

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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