ChemicalBook > CAS DataBase List > (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE

(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
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(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)
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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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
459542
Product name
(R)-(?)-4-Benzyl-3-propionyl-2-oxazolidinone
Purity
99%
Packaging
1g
Price
$54.2
Updated
2023/01/07
Sigma-Aldrich
Product number
459542
Product name
(R)-(?)-4-Benzyl-3-propionyl-2-oxazolidinone
Purity
99%
Packaging
5g
Price
$224
Updated
2023/01/07
TCI Chemical
Product number
B2165
Product name
(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone
Purity
>98.0%(GC)
Packaging
1g
Price
$79
Updated
2025/07/31
TCI Chemical
Product number
B2165
Product name
(R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone
Purity
>98.0%(GC)
Packaging
5g
Price
$236
Updated
2025/07/31
Sigma-Aldrich
Product number
459542
Product name
(R)-(?)-4-Benzyl-3-propionyl-2-oxazolidinone
Purity
99%
Packaging
25g
Price
$1090
Updated
2023/06/20
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(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

Raw materials

Preparation Products

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

Americas 1 Canada 1 China 151 Europe 3 France 1 Germany 2 India 5 Japan 1 Switzerland 1 The Netherlands 1 United Kingdom 12 United States 34 Global 213
SIGMA-RBI
Tel
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Fax
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Country
Switzerland
ProdList
6896
Advantage
91
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View Lastest Price from (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE manufacturers

Henan Aochuang Chemical Co.,Ltd.
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
Zhuozhou Wenxi import and Export Co., Ltd
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
Career Henan Chemical Co
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

131685-53-5, (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONERelated Search:

(4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE (R)-4-BENZYL-3-(3-CYCLOPROPYL-PROPIONYL)-OXAZOLIDIN-2-ONE (R)-4-BENZYL-3-(4-METHYL-PENTANOYL)-OXAZOLIDIN-2-ONE (3S,4R)-4-BENZYL-3-(3-METHYLPENTANOYL)-OXAZOLIDIN-2-ONE 3-[(4-METHOXYPHENYL)ACETYL]-(4R)-(PHENYLMETHYL)-2-OXAZOLIDINONE 3-(2-PHENYLACETYL)-(4R)-(PHENYLMETHYL)-2-OXAZOLIDINONE 3-(4-Benzyl-2-oxo-oxazolidine-3-carbonyl)-4-methyl-hexanoic acid tert-butyl ester (R)-3-(3-Methylbutanoyl)-4-benzyloxazolidin-2-one (R)-4-BENZYL-3-(3-CYCLOPENTYL-PROPIONYL)-OXAZOLIDIN-2-ONE

  • (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.
  • (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
  • (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 &gt
  • 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)
  • (<i>R</i>)-(?)-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