(4R)-2-[2-(diphenylphosphanyl)phenyl]-4-phenyl-4,5-dihydro-1,3-oxazole

• ChemBase ID: 152121
• Molecular Formular: C27H22NOP
• Molecular Mass: 407.443441
• Monoisotopic Mass: 407.14390096
• SMILES: c1ccc(cc1)[C@@H]1COC(=N1)c1ccccc1P(c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)[C@@H]1COC(=N1)c1ccccc1P(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C27H22NOP/c1-4-12-21(13-5-1)25-20-29-27(28-25)24-18-10-11-19-26(24)30(22-14-6-2-7-15-22)23-16-8-3-9-17-23/h1-19,25H,20H2/t25-/m0/s1
• InChIKey: OKUTYUNUKKPYJS-VWLOTQADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-2-[2-(diphenylphosphanyl)phenyl]-4-phenyl-4,5-dihydro-1,3-oxazole
• IUPAC Traditional name: (4R)-2-[2-(diphenylphosphanyl)phenyl]-4-phenyl-4,5-dihydro-1,3-oxazole
• Synonyms: (R)-(-)-2-[2-(Diphenylphosphino)phenyl]-4-phenyl-2-oxazoline; (R)-(-)-2-[2-(二苯基膦)苯基]-4-苯基-2-噁唑啉

Database IDs

• CAS Number: 167171-03-1
• MDL Number: MFCD01863025
• Beilstein Number: 7547072
• PubChem SID: 162246266; 24867031
• PubChem CID: 9822657

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.6411624
• LogD (pH = 7.4): 6.6423845
• Log P: 6.6424
• Molar Refractivity: 123.1847 cm^3
• Polarizability: 48.092915 Å^3
• Polar Surface Area: 21.59 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -29.5±3°, c = 1% in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (31P-NMR)
• Empirical Formula (Hill Notation): C27H22NOP

DETAILS

Sigma Aldrich - 43158

Other Notes
Chiral ligand employed in enantioselective Pd-catalyzed allylic substitution reactions1,2
Packaging
100, 500 mg in glass bottle