688495

(S)-4-tert-Butyl-2-[2-(Diphenylphosphino)phenyl]-2-oxazolin

97%

• Synonym(e): (4S)-tert.-Butyl-2-[2-(diphenylphosphino)-phenyl]-4,5-dihydrooxazol
• Empirische Formel (Hill-System): C₂₅H₂₆NOP
• CAS-Nummer: 148461-16-9
• Molekulargewicht: 387.45
• MDL-Nummer: MFCD09998277
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 329761168
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 97%
• Form: solid
• Optische Aktivität: [α]22/D -57.0°, c = 1 in chloroform
• mp (Schmelzpunkt): 111-116 °C
• Funktionelle Gruppe: ether; phosphine
• Lagertemp.: −20°C
• SMILES String: CC(C)(C)[C@@H]1N=C(C2=CC=CC=C2P(C3=CC=CC=C3)C4=CC=CC=C4)OC1
• InChI: 1S/C25H26NOP/c1-25(2,3)23-18-27-24(26-23)21-16-10-11-17-22(21)28(19-12-6-4-7-13-19)20-14-8-5-9-15-20/h4-17,23H,18H2,1-3H3/t23-/m1/s1
• InChIKey: DMOLTNKQLUAXPI-HSZRJFAPSA-N

Beschreibung

Allgemeine Beschreibung

The product is a phosphinooxazoline (PHOX) ligand introduced by Pfaltz and coworkers. These non-symmetrical modular P,N-ligands are particularly useful in cases where double bond migration leads to undesired products or mixtures of isomers.

Anwendung

(S)-4-tert-Butyl-2-[2-(diphenylphosphino)phenyl]-2-oxazoline can be used as a ligand for enantioselective Heck reaction without any C=C double bond migration byproduct. It can also be used in a rhodium(I)-catalyzed enantioselective desymmetrization reaction of meso-3,5-dimethyl glutaric anhydride, to form substituted syn-deoxypolypropionate fragments in a single transformation.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)