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(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
Last updated:2026-09-12 18:49:01

(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone Properties

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
Product number Packaging Price Buy
459542 1g $54.2 Buy
459542 5g $224 Buy
B2165 1g $43 Buy
B2165 5g $138 Buy
241587 1g $325 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

(S)-4-Benzyl-2-oxazolidinone

90719-32-7

Propionyl chloride

79-03-8

(R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE

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

Global( 215)Suppliers
Supplier Tel Email Country ProdList Advantage
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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
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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
(R)-4-benzy1-3-propionyloxazolidin-2-one pictures 2025-04-04 (R)-4-benzy1-3-propionyloxazolidin-2-one
131685-53-5
1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
(R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE pictures 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
(R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE pictures 2019-07-06 (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
131685-53-5
$1.00 1KG 99% 200kg Career Henan Chemical Co
(R)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE N-PROPIONYL-(4R)-BENZYL-2-OXAZOLIDINONE N-3-PROPIONYL-(4R)-BENZYL-2-OXAZOLIDINONE (R)-(-)-4-Benzyl-3-propiomyl-2-oxazolidinone (4R)-4-benzyl-3-propanoyl-1,3-oxazolidin-2-one (-)-4-Benzyl-3-propionyl-2-oxazolidinone (4R)-4-Benzyl-3-propionyl-1,3-oxazolidin-2-one (4R)-4-Benzyl-3-propionyloxazolidin-2-one (R)-3-(1-Oxopropyl)-4-(phenylMethyl)-2-oxazolidinone (R)-3-(1-Oxopropyl)-4-b R-4-Benzyl-3-Propiony-2-Oxazolidinone (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone≥ 99% (HPLC) (R)-4-Benzyl-3-propionyl-2-oxazolidinone,99%e.e. (4R)-4-benzyl-3-propanoyl-1,3-oxazolidin-2 (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone, ee: 99% (R)-4-Benzyl-3-propionyloxazolidin-2-one 97% (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone > 2-Oxazolidinone, 3-(1-oxopropyl)-4-(phenylmethyl)-, (4R)- (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE USP/EP/BP (R)-4-benzy1-3-propionyloxazolidin-2-one (R)-4-benzyl-3-propionyloxazolidin-2-one 99.72%( (R)?-?(-?)?-?4-?Benzyl-?3-?propionyl-?2-?oxazolidinone) (R)-(?)-4-Benzyl-3-propionyl-2-oxazolidinone (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone 131685-53-5 Chiral Building Blocks Asymmetric Synthesis Glycidyl Compounds, etc. (Chiral) Oxazolidinone Derivatives Chiral Auxiliaries Aromatics Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Oxazolidinone chiral Asymmetric Synthesis Chiral Building Blocks Glycidyl Compounds, etc. (Chiral) Synthetic Organic Chemistry Peptide Asymmetric Synthesis Chiral Auxiliaries Oxazolidinone Derivatives