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(R)-4-Benzyl-2-oxazolidinone

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(R)-4-Benzyl-2-oxazolidinone Basic information

Product Name:
(R)-4-Benzyl-2-oxazolidinone
Synonyms:
  • 4-benzyl-2-0xazolidinone
  • (R)-4-BENZYL-2-OXAZOLIDINONE HPLC 99+%
  • (R)-4-BENZYL-2-OXAZOLIDINONE 98.0%
  • (4R)-4-(Phenylmethyl)-1,3-oxazolidin-2-one
  • (4R)-4-(Phenylmethyl)-2-oxazolidinone
  • (4R)-Benzyloxazolidin-2-one
  • (4R)-Phenylmethyl-2-oxazolidinone
  • (R)-(+)-4-BENZYL-2-OXAZOLIDINONE FOR SYN
CAS:
102029-44-7
MF:
C10H11NO2
MW:
177.2
EINECS:
600-264-2
Product Categories:
  • Asymmetric Synthesis
  • Chiral Auxiliaries
  • Peptide
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Chiral Compounds
  • chiral
  • Asymmetric Synthesis
  • Chiral Building Blocks
  • Glycidyl Compounds, etc. (Chiral)
  • Synthetic Organic Chemistry
  • Chiral chemicals
  • Ketone
  • Oxazolidinone
  • Oxazolidinone Derivatives
Mol File:
102029-44-7.mol
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(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
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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
3-10
HS Code 
29349990

MSDS

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(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

An oxazolidinone used in chiral auxiliary asymetric synthesis

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.

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