406961

(+)-2,2′-Isopropylidenebis[(4R)-4-phenyl-2-oxazoline]

97%

• Synonym(s): (R,R)-2,2′-Bis(4-phenyl-2-oxazolin-2-yl)propane, (R,R)-2,2′-Isopropylidenebis(4-phenyl-2-oxazoline)
• Empirical Formula (Hill Notation): C₂₁H₂₂N₂O₂
• CAS Number: 150529-93-4
• Molecular Weight: 334.41
• Beilstein/REAXYS Number: 4266906
• MDL number: MFCD00192244
• UNSPSC Code: 12352005
• PubChem Substance ID: 24865413
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• form: solid
• optical activity: [α]20/D +160°, c = 1 in ethanol
• mp: 56-58 °C (lit.)
• storage temp.: −20°C
• SMILES string: CC(C)(C1=N[C@@H](CO1)c2ccccc2)C3=N[C@@H](CO3)c4ccccc4
• InChI: 1S/C21H22N2O2/c1-21(2,19-22-17(13-24-19)15-9-5-3-6-10-15)20-23-18(14-25-20)16-11-7-4-8-12-16/h3-12,17-18H,13-14H2,1-2H3/t17-,18-/m0/s1
• InChI key: JTNVCJCSECAMLD-ROUUACIJSA-N

Description

Application

(+)-2,2′-Isopropylidenebis[(4R)-4-phenyl-2-oxazoline] in the presence of copper iodide, can catalyze the asymmetric cyclopropanation reaction of phenyliodonium ylides with alkenes to form cyclopropane α-amino acid esters.

C₂ symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301 + H311 + H331
• pcodes: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges