(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: 2026-01-13 11:26:42
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) |
![]() 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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