(R)-4-Benzyl-2-oxazolidinone Chemical Properties

Melting point:

88-90 °C

alpha 

62 º (C=1, CHCl3)

Boiling point:

309.12°C (rough estimate)

Density 

1.1607 (rough estimate)

refractive index 

14.5 ° (C=5, MeOH)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform (Slightly)

pka

12.78±0.40(Predicted)

form 

Crystalline Powder

color 

White to almost white

optical activity

[α]18/D +64°, c = 1 in chloroform

Water Solubility 

Insoluble in water. Soluble in Chloroform.

Sensitive 

Hygroscopic

BRN 

4782551

CAS DataBase Reference

102029-44-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22-24/25-36-26

WGK Germany 

3

F 

3-10

HS Code 

29349990

MSDS

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• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

(R)-4-Benzyl-2-oxazolidinone Usage And Synthesis

Description

(R)-4-Benzyl-2-oxazolidinone is a derivative of oxazolidinone. It can be used in the preparation of enantiopure carbocyclic nucleosides, which act as a HIV protease inhibitor. It can also be used as a chiral auxiliary in the enantioselective synthesis of (2R, 2′S)-erythro-methylphenidate, beta-lactams and alpha-amino acids. Its end product includes asymmetric single isomeric drugs such as antitumor, anesthetic and entipasmodic products.

Chemical Properties

white to light yellow crystal powde

Uses

intermediate for Aliskiren hemifumarate, Darifenacin HBr, Zolmitriptan

Uses

(R)-(+)-4-Benzyl-2-oxazolidinones are used in the enantioselective synthesis of beta-lactams and alpha-amino acids. End products can include asysmmetric single isomeric drugs of antitumor, anesthetic, antipasmodic products. Used in the synthesis of HIV protease inhibitors. An oxazolidinone used in chiral auxiliary asymetric synthesis.

References

http://www.sigmaaldrich.com/catalog/product/aldrich/300977? lang=en®ion=US
https://www.alfa.com/en/catalog/A16770/ Shieh, Wen Chung, et al. "Synthesis of enantiomerically enriched 4- piperidinylglycine." US, US 6670477B2. 2003.

(R)-4-Benzyl-2-oxazolidinone(102029-44-7)Related Product Information

• (-)-4-Benzyl-2-oxazolidinone,(S)-(-)-4-BENZYL-2-OXAZOLIDINONE,(S)-4-BENZYL-2-OXAZOLIDINONE,4-(S)-Benzyl-2-oxazolidinone,(S)-4-Benzyl-2-oxazolidinone, >99% ee
• (S)-(+)-4-Phenyl-2-oxazolidinone
• (N-CHLOROACETYL)-(4S)-BENZYL-2-OXAZOLIDINONE
• N-PROPIONYL-(4R)-BENZYL-2-OXAZOLIDINONE,N-3-PROPIONYL-(4R)-BENZYL-2-OXAZOLIDINONE
• (S)-4-(4'-Nitrobenzyl)-1,3-oxazolidine-2-one
• (R)-(+)-5,5-DIPHENYL-4-BENZYL-2-OXAZOLIDINONE
• (R)-4-Benzyl-2-oxazolidinone
• 4-(4-Hydrazinobenzyl)-2-oxazolidinone
• N-PROPIONYL-(4S)-BENZYL-2-OXAZOLIDINONE,N-3-PROPIONYL-(4S)-BENZYL-2-OXAZOLIDINONE
• S/R-4-BENZYL-2-OXAZOLIDINONE
• 2-Oxazolidone
• (R)-4-(4-AMINOMETHYL-BENZYL)-OXAZOLIDIN-2-ONE
• (3S,4R)-4-BENZYL-3-(3-METHYLPENTANOYL)-OXAZOLIDIN-2-ONE
• (N-ACETYL)-(4R)-BENZYL-2-OXAZOLIDINONE
• Z-D-Phenylalanine N-carboxyanhydride
• (R)-4-BENZYL-OXAZOLIDINE-2,5-DIONE
• (R)-4-BENZYL-3-(3-CYCLOPENTYL-PROPIONYL)-OXAZOLIDIN-2-ONE
• (R)-4-BENZYL-3-(3-CYCLOPROPYL-PROPIONYL)-OXAZOLIDIN-2-ONE