(4R,5S)-2-{[(4R,5S)-4,5-diphenyl-4,5-dihydro-1,3-oxazol-2-yl]methyl}-4,5-diphenyl-4,5-dihydro-1,3-oxazole

• ChemBase ID: 146276
• Molecular Formular: C31H26N2O2
• Molecular Mass: 458.55034
• Monoisotopic Mass: 458.19942808
• SMILES: c1ccc(cc1)[C@@H]1[C@@H](OC(=N1)CC1=N[C@@H]([C@@H](O1)c1ccccc1)c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)[C@H]1N=C(O[C@H]1c1ccccc1)CC1=N[C@@H]([C@@H](O1)c1ccccc1)c1ccccc1
• InChI: InChI=1S/C31H26N2O2/c1-5-13-22(14-6-1)28-30(24-17-9-3-10-18-24)34-26(32-28)21-27-33-29(23-15-7-2-8-16-23)31(35-27)25-19-11-4-12-20-25/h1-20,28-31H,21H2/t28-,29-,30+,31+/m1/s1
• InChIKey: BVEHHQYXICTXGR-VKONIRKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5S)-2-{[(4R,5S)-4,5-diphenyl-4,5-dihydro-1,3-oxazol-2-yl]methyl}-4,5-diphenyl-4,5-dihydro-1,3-oxazole
• IUPAC Traditional name: (4R,5S)-2-{[(4R,5S)-4,5-diphenyl-4,5-dihydro-1,3-oxazol-2-yl]methyl}-4,5-diphenyl-4,5-dihydro-1,3-oxazole
• Synonyms: (4R,5S,4′R,5′S)-2,2′-Methylenebis(4,5-diphenyl-2-oxazoline); 2,2′-Methylenebis[(4R,5S)-4,5-diphenyl-2-oxazoline]; (4R,5S,4′R,5′S)-2,2′-亚甲基双(4,5-二苯基-2-噁唑啉); 2,2′-亚甲基双[(4R,5S)-4,5-二苯基-2-噁唑啉]

Database IDs

• CAS Number: 139021-82-2
• MDL Number: MFCD00192294
• PubChem SID: 24865345; 162240475
• PubChem CID: 2818124

CALCULATED PROPERTIES

• Polar Surface Area: 43.18 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 7.1608696
• LogD (pH = 7.4): 7.1611204
• Log P: 7.1611238
• Molar Refractivity: 136.1646 cm^3
• Polarizability: 53.420242 Å^3

PROPERTIES

Physical Property

• Melting Point: 205-208 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C31H26N2O2

DETAILS

Sigma Aldrich - 405981

Packaging
1 g 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