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HomeProduct name list(4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE

(4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE

(4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE Structural

What is (4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE?

Chemical properties

White powder or crystal

The Uses of (4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE

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%).

Properties of (4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE

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

Safety information for (4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for (4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE

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