417068

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

97%

• Synonym(s): (S,S)-4-Phenyl-α-(4-phenyloxazolidin-2-ylidene)-2-oxazoline-2-acetonitrile
• Empirical Formula (Hill Notation): C₂₀H₁₇N₃O₂
• CAS Number: 150639-33-1
• Molecular Weight: 331.37
• MDL number: MFCD00192394
• UNSPSC Code: 12352005
• PubChem Substance ID: 24866118
• NACRES: NA.22

Properties

• 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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves