| Identification | Back Directory | [Name]
(4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE | [CAS]
86286-50-2 | [Synonyms]
4,5-diphenyl-2-oxazolidinone
(4R,5S)-4,5-DIPHENYLOXAZOLIDIN-2-ONE
(4R,5S)-4,5-Diphenyl-2-oxazolidinone
(4R,5S)-cis-4,5-Diphenyloxazolidin-2-one
2-Oxazolidinone, 4,5-diphenyl-, (4R,5S)-
(4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE
(4R,5S)-4,5-Diphenyl-2-oxazolidinone,99%e.e.
(4R,5S)-(+)-cis-4,5-Diphenyl-2-oxazolidinone, ee: 98%
(4R,5S)-(+)-cis-4,5-Diphenyl-2-oxazolidinone, 98%, ee: 98% | [Molecular Formula]
C15H13NO2 | [MDL Number]
MFCD00674023 | [MOL File]
86286-50-2.mol | [Molecular Weight]
239.27 |
| Chemical Properties | Back Directory | [Melting point ]
227-230 °C (lit.) | [Boiling point ]
466.6±45.0 °C(Predicted) | [density ]
1.192±0.06 g/cm3(Predicted) | [pka]
11.56±0.60(Predicted) | [optical activity]
[α]20/D 57±4°, c = 2 in methanol |
| Hazard Information | Back Directory | [Chemical Properties]
White powder or crystal | [Uses]
Versatile chiral auxiliary for asymmetric synthesis. For a recent review, see Aldrichimica Acta . | [Preparation]
To a stirred suspension of commercially available (10.0 g, 47 mmol) and triethylamine (14.4 mL, 0.10 mol) in dichloromethane (100 mL), diphosgene (3.0 mL, 25 mmol) was added dropwise at 0 °C and the mixture was stirred for 1 h at the same temperature. After concentration in vacuo, the residue was poured into water to precipitate crystals. The crystals were collected by filtration, successively washed with 10% HCl and H2O, and dried in vacuo at 50–60 °C for 3 h to afford 593a as colorless crystals (10.9 g, 97%).
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