(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone
- CAS No.
- 131685-53-5
- Chemical Name:
- (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone
- Synonyms
- (R)-3-(1-Oxopropyl)-4-b;R-4-Benzyl-3-Propiony-2-Oxazolidinone;N-PROPIONYL-(4R)-BENZYL-2-OXAZOLIDINONE;(R)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE;(-)-4-Benzyl-3-propionyl-2-oxazolidinone;(R)-4-benzy1-3-propionyloxazolidin-2-one;(4R)-4-Benzyl-3-propionyloxazolidin-2-one;N-3-PROPIONYL-(4R)-BENZYL-2-OXAZOLIDINONE;(4R)-4-benzyl-3-propanoyl-1,3-oxazolidin-2;(R)-(-)-4-Benzyl-3-propiomyl-2-oxazolidinone
- CBNumber:
- CB1217072
- Molecular Formula:
- C13H15NO3
- Molecular Weight:
- 233.26
- MDL Number:
- MFCD00269687
- MOL File:
- 131685-53-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 45 °C |
|---|---|
| Boiling point | 396.6±11.0 °C(Predicted) |
| Density | 1.206±0.06 g/cm3(Predicted) |
| refractive index | -103 ° (C=1, EtOH) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | Chloroform, Ethanol |
| pka | -2.35±0.40(Predicted) |
| form | Solid |
| color | Off-White |
| optical activity | [α]20/D 102°, c = 1 in ethanol |
| InChI | InChI=1S/C13H15NO3/c1-2-12(15)14-11(9-17-13(14)16)8-10-6-4-3-5-7-10/h3-7,11H,2,8-9H2,1H3/t11-/m1/s1 |
| InChIKey | WHOBYFHKONUTMW-LLVKDONJSA-N |
| SMILES | O1C[C@@H](CC2=CC=CC=C2)N(C(=O)CC)C1=O |
| CAS DataBase Reference | 131685-53-5(CAS DataBase Reference) |
| UNSPSC Code | 12352005 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Hazard Codes | Xi,Xn |
|---|---|
| Risk Statements | 20/21/22-36/37/38 |
| Safety Statements | 26-36-24/25 |
| WGK Germany | 3 |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone price More Price(75)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 459542 | (R)-(?)-4-Benzyl-3-propionyl-2-oxazolidinone 99% | 131685-53-5 | 1g | $54.2 | 2023-01-07 | Buy |
| Sigma-Aldrich | 459542 | (R)-(?)-4-Benzyl-3-propionyl-2-oxazolidinone 99% | 131685-53-5 | 5g | $224 | 2023-01-07 | Buy |
| TCI Chemical | B2165 | (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone >98.0%(GC) | 131685-53-5 | 1g | $43 | 2026-04-30 | Buy |
| TCI Chemical | B2165 | (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone >98.0%(GC) | 131685-53-5 | 5g | $138 | 2026-04-30 | Buy |
| Usbiological | 241587 | (R)-4-Benzyl-3-propionyl-2-oxazolidinone 99+% (HPLC) ≥99%(HPLC) | 131685-53-5 | 1g | $325 | 2026-06-03 | Buy |
(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone Chemical Properties,Uses,Production
Chemical Properties
white to light yellow crystal powde
Uses
(R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE is a oxazolidinone derivative used in the preparation of anisomycin analogues as activators of the JNK/SAPK1 and p38/SAPK2 pathways.
Uses
(R)-()-4-Benzyl-3-propionyl-2-oxazolidinone can be used as a building block for the preparation of methyl 3-[(S)-3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methyl-3-oxopropyl]benzoate by treating with strong base followed by the addition of methyl 3-bromomethyl benzoate.
General Description
(R)-()-4-Benzyl-3-propionyl-2-oxazolidinone is used as a building block in organic synthesis for the preparation of oxazolidinone derivatives.
Synthesis
90719-32-7
79-03-8
131685-53-5
Under nitrogen protection, (S)-4-benzyl-2-azolidinone (800 mg, 4.5 mmol) was dissolved in a dry reaction vial of anhydrous tetrahydrofuran (30 mL) and cooled to -78 °C in a dry ice/acetone bath. A hexane solution of 1.6 M n-butyllithium (5.0 mmol, 3.1 mL) was added slowly and dropwise over 3 min. After stirring for 30 min, propionyl chloride (5.0 mmol, 0.43 mL) was added slowly over 3 min. The reaction solution was slowly warmed to room temperature over 14 h. The reaction was subsequently quenched by the addition of saturated ammonium chloride solution (10 mL) and water (30 mL). The aqueous layer was extracted with ethyl acetate (3 x 40 mL), the organic phases were combined and dried over anhydrous magnesium sulfate. The organic phase was concentrated under reduced pressure to afford (R)-(-)-benzyl-3-propionyl-2-oxazolidinone (oil, 1.0 g, 96% yield) with >95% purity by HPLC.1H NMR (500 MHz, CDCl3): δ 7.33 (dd, J1 = 7.4 Hz, J2 = 7.6 Hz, 2H), 7.29 (d, J = 6.9 Hz, 1H) ), 7.21 (d, J = 7.4 Hz, 2H), 4.67 (m, 1H), 4.18 (m, 2H), 3.31 (dd, J1 = 13.3 Hz, J2 = 3.2 Hz, 1H), 2.96 (m, 2H), 2.77 (dd, J1 = 13.3 Hz, J2 = 3.7 Hz, 1H), 1.21 (t, J = 7.4 Hz, 1H). 3H).
References
[1] Chemistry - An Asian Journal, 2011, vol. 6, # 7, p. 1791 - 1799
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 1, p. 144 - 148
[3] Journal of Organic Chemistry, 2008, vol. 73, # 8, p. 3292 - 3294
[4] Angewandte Chemie - International Edition, 2016, vol. 55, # 13, p. 4252 - 4255
[5] Angew. Chem., 2016, vol. 128, # 13, p. 4324 - 4327,4
(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Leto Pharmatech Co.,Ltd. | 86-021-5821 5861; 18016401466 | sales@letopharm.com | China | 235 | 58 |
| Shang Hai Muse Health Tech Co., Ltd. | 02161069951 13262285760 | xul@musehealthtech.com | China | 187 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| Shanghai Longsheng chemical Co.,Ltd. | 58099637 13585536065 | sales@shlschem.com | China | 9880 | 59 |
View Lastest Price from (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2025-04-04 | (R)-4-benzy1-3-propionyloxazolidin-2-one
131685-53-5
|
1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. | ||
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2021-08-12 | (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
131685-53-5
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
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2019-07-06 | (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
131685-53-5
|
$1.00 | 1KG | 99% | 200kg | Career Henan Chemical Co |
-

- (R)-4-benzy1-3-propionyloxazolidin-2-one
131685-53-5
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-

- (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
131685-53-5
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-

- (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
131685-53-5
- $1.00
- 99%
- Career Henan Chemical Co




