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
• 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

Properties

• Quality Level: 100
• 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

Description

Application

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

(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.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301,H315,H319,H335,H413
• pcodes: P261 - P264 - P273 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• 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