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

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

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29029090

MSDS

• Language:English Provider:SigmaAldrich

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

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%).

(4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE(86286-50-2)Related Product Information

• Diphenylsilanediol
• (4S,5R)-(-)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE
• (1S,2R)-2-Amino-1,2-diphenylethanol
• (R)-(-)-4-Phenyl-2-oxazolidinone
• (1S 2R)-EPHEDRINE HEMIHYDRATE 98
• (4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE
• (R)-4,5,5-TRIPHENYL-2-OXAZOLIDINONE
• (4R,5S)-(+)-3-BUTOXYCARBONYL-METHYL-4,5-DIPHENYL-2-OXAZOLIDINONE
• Resedine
• 4-PHENYLOXAZOLIDIN-2-ONE
• (4R,5S)-(+)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE