(4R)-4-phenyl-2-{2-[(4R)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl}-4,5-dihydro-1,3-oxazole

• ChemBase ID: 82112
• Molecular Formular: C21H22N2O2
• Molecular Mass: 334.41158
• Monoisotopic Mass: 334.16812795
• SMILES: N1=C(C(C2=N[C@H](c3ccccc3)CO2)(C)C)OC[C@H]1c1ccccc1
• Canonical SMILES: CC(C1=N[C@@H](CO1)c1ccccc1)(C1=N[C@@H](CO1)c1ccccc1)C
• InChI: 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
• InChIKey: JTNVCJCSECAMLD-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-phenyl-2-{2-[(4R)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl}-4,5-dihydro-1,3-oxazole
• IUPAC Traditional name: (4R)-4-phenyl-2-{2-[(4R)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl}-4,5-dihydro-1,3-oxazole
• Synonyms: (R,R)-2,2′-Bis(4-phenyl-2-oxazolin-2-yl)propane; (R,R)-2,2′-Isopropylidenebis(4-phenyl-2-oxazoline); (+)-2,2′-Isopropylidenebis[(4R)-4-phenyl-2-oxazoline]; 2-[1-methyl-1-(4-phenyl-4,5-dihydro-1,3-oxazol-2-yl)ethyl]-4-phenyl-4,5-dihydro-1,3-oxazole; (R,R)-2,2′-双(4-苯基-2-噁唑啉-2-基)丙烷; (R,R)-2,2′-异亚丙基双(4-苯基-2-噁唑啉); (+)-2,2′-异亚丙基双[(4R)-4-苯基-2-噁唑啉]

Database IDs

• CAS Number: 150529-93-4
• MDL Number: MFCD00192244; MFCD00830748
• Beilstein Number: 4266906
• PubChem SID: 162069231; 24865413
• PubChem CID: 676390

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.6912336
• LogD (pH = 7.4): 4.6916385
• Log P: 4.6916437
• Molar Refractivity: 96.6745 cm^3
• Polarizability: 37.875736 Å^3
• Polar Surface Area: 43.18 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 56-58 °C(lit.)
• Optical Rotation: [α]20/D +160°, c = 1 in ethanol

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 23/24/25
• Safety Statements: 26-36-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H330
• GHS Precautionary statements: P260-P280-P284-P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C21H22N2O2

DETAILS

Sigma Aldrich - 406961

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
C2 symmetric ligand for enantioselective catalysis. Easily forms bidentate coordination complexes due to the strong affinity of the oxazoline nitrogen for various metals.1,2,3