(R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
- Product Name
- (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
- Formula Weight
- 233.26
- MOL File
- 131685-53-5.mol
(R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE Property
- 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)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 26-36-24/25
- WGK Germany
- 3
- HS Code
- 29349990
N-Bromosuccinimide Price
- Product number
- 459542
- Product name
- (R)-(?)-4-Benzyl-3-propionyl-2-oxazolidinone
- Purity
- 99%
- Packaging
- 1g
- Price
- $54.2
- Updated
- 2023/01/07
- Product number
- 459542
- Product name
- (R)-(?)-4-Benzyl-3-propionyl-2-oxazolidinone
- Purity
- 99%
- Packaging
- 5g
- Price
- $224
- Updated
- 2023/01/07
- Product number
- B2165
- Product name
- (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $79
- Updated
- 2025/07/31
- Product number
- B2165
- Product name
- (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $236
- Updated
- 2025/07/31
- Product number
- 459542
- Product name
- (R)-(?)-4-Benzyl-3-propionyl-2-oxazolidinone
- Purity
- 99%
- Packaging
- 25g
- Price
- $1090
- Updated
- 2023/06/20
(R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powde
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.
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.
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
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View Lastest Price from (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE manufacturers
- Product
- (R)-4-benzy1-3-propionyloxazolidin-2-one 131685-53-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-27
- Product
- (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE 131685-53-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11
- Product
- (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE 131685-53-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2019-07-03