(4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
- Product Name
- (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
- CAS No.
- 101711-78-8
- Chemical Name
- (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
- Synonyms
- 4-benzyl-3-propionyloxazolidin-2-one;-3-propionyL;(S)-N-Propionyl-4-benzyl-1;S-4-Benzyl-3-Propiony-2-Oxazolidinone;N-PROPIONYL-(4S)-BENZYL-2-OXAZOLIDINONE;(S)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE;N-3-PROPIONYL-(4S)-BENZYL-2-OXAZOLIDINONE;(4S)-4-Benzyl-3-propanoyloxazolidin-2-one;(S)-(+)-4-Benzyl-3-propiomyl-2-oxazolidin;(S)-(+)-4-BENZYL-3-PROPIONYL-2-OXALIDINONE
- CBNumber
- CB6247465
- Molecular Formula
- C13H15NO3
- Formula Weight
- 233.26
- MOL File
- 101711-78-8.mol
(4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone Property
- Melting point:
- 42-44 °C
- alpha
- 97 º (c=1, EtOH)
- Boiling point:
- 375.51°C (rough estimate)
- Density
- 1.1475 (rough estimate)
- refractive index
- 103 ° (C=1, EtOH)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform, Methanol
- form
- Solid
- pka
- -2.35±0.40(Predicted)
- color
- Off-White to Pale Yellow
- optical activity
- [α]20/D +97°, 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-/m0/s1
- InChIKey
- WHOBYFHKONUTMW-NSHDSACASA-N
- SMILES
- O1C[C@H](CC2=CC=CC=C2)N(C(=O)CC)C1=O
- CAS DataBase Reference
- 101711-78-8(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-20/21/22-43
- Safety Statements
- 37/39-26-36-36/37
- WGK Germany
- 3
- HS Code
- 29349990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 458775
- Product name
- (S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
- Purity
- 99%
- Packaging
- 5g
- Price
- $123
- Updated
- 2025/07/31
- Product number
- B2166
- Product name
- (S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
- Purity
- >96.0%(GC)
- Packaging
- 1g
- Price
- $43
- Updated
- 2025/07/31
- Product number
- B2166
- Product name
- (S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
- Purity
- >96.0%(GC)
- Packaging
- 5g
- Price
- $124
- Updated
- 2025/07/31
- Product number
- B288650
- Product name
- (S)-4-Benzyl-3-propionyl-2-oxazolidinone
- Packaging
- 2.5g
- Price
- $150
- Updated
- 2021/12/16
- Product number
- 23187
- Product name
- (S)-4-Benzyl-3-propionyl-2-oxazolidinone,≥99%(HPLC)
- Purity
- ≥99%(HPLC)
- Packaging
- 25G
- Price
- $145.6
- Updated
- 2021/12/16
(4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone Chemical Properties,Usage,Production
Chemical Properties
Colourless Solid
Uses
Versatile chiral auxiliary for asymmetric synthesis.
Uses
Intermediate in the preparation of Albaconazole.
Synthesis
90719-32-7
79-03-8
131685-53-5
Under nitrogen atmosphere, (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 dropwise 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, and 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): δ7.33 (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, 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
(4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone Preparation Products And Raw materials
Raw materials
Preparation Products
(4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone Suppliers
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View Lastest Price from (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone manufacturers
- Product
- (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone 101711-78-8
- Price
- US $10.00/ASSAYS
- Min. Order
- 1ASSAYS
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2025-08-27
- Product
- (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone 101711-78-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-07-05
- Product
- (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone 101711-78-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-19