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HomeProduct name list(R)-4-Benzyl-2-oxazolidinone

(R)-4-Benzyl-2-oxazolidinone

  • CAS NO.:102029-44-7
  • Empirical Formula: C10H11NO2
  • Molecular Weight: 177.2
  • MDL number: MFCD00010846
  • EINECS: 600-264-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-21 22:41:43
(R)-4-Benzyl-2-oxazolidinone Structural

What is (R)-4-Benzyl-2-oxazolidinone?

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

The Uses of (R)-4-Benzyl-2-oxazolidinone

An oxazolidinone used in chiral auxiliary asymetric synthesis

The Uses of (R)-4-Benzyl-2-oxazolidinone

intermediate for Aliskiren hemifumarate, Darifenacin HBr, Zolmitriptan

The Uses of (R)-4-Benzyl-2-oxazolidinone

(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.

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

Melting point: 88-90 °C
Boiling point: 309.12°C (rough estimate)
alpha  62 º (C=1, CHCl3)
Density  1.1607 (rough estimate)
refractive index  14.5 ° (C=5, MeOH)
storage temp.  Inert atmosphere,Room Temperature
solubility  Chloroform (Slightly)
form  Crystalline Powder
pka 12.78±0.40(Predicted)
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 for (R)-4-Benzyl-2-oxazolidinone

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H320:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.

Computed Descriptors for (R)-4-Benzyl-2-oxazolidinone

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