ChemicalBook > CAS DataBase List > (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone

(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
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(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)
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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
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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
458775
Product name
(S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
Purity
99%
Packaging
5g
Price
$123
Updated
2025/07/31
TCI Chemical
Product number
B2166
Product name
(S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
Purity
>96.0%(GC)
Packaging
1g
Price
$43
Updated
2025/07/31
TCI Chemical
Product number
B2166
Product name
(S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
Purity
>96.0%(GC)
Packaging
5g
Price
$124
Updated
2025/07/31
TRC
Product number
B288650
Product name
(S)-4-Benzyl-3-propionyl-2-oxazolidinone
Packaging
2.5g
Price
$150
Updated
2021/12/16
Chem-Impex
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
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(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

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(4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone Suppliers

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View Lastest Price from (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone manufacturers

RongNa Biotechnology Co.,Ltd
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
Shaanxi Dideu New Materials Co. Ltd
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
Henan Aochuang Chemical Co.,Ltd.
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

101711-78-8, (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinoneRelated Search:

Allicin (4S)-4-Methyl-2-oxazolidinone (S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole 2-Oxazolidone (R)-(-)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE,(R)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE 3-[(4-CHLOROPHENYL)ACETYL]-(4S)-(PHENYLMETHYL)-2-OXAZOLIDINONE (S)-4-BENZYL-3-(2-P-TOLYLACETYL)OXAZOLIDIN-2-ONE (S)-3-(5-CHLOROPENTANOYL)-4-BENZYLOXAZOLIDIN-2-ONE (3S,4S)-4-BENZYL-3-(3-METHYLPENTANOYL)-OXAZOLIDIN-2-ONE 4-Benzyl-3-(5-chloro-2-isopropyl-pent-4-enoyl)-oxazolidin-2-one 3-(1-OXO-2-PHENYLETHYL)-4(S)-(PHENYLMETHYL)-2-OXAZOLIDINONE (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone (4S)-3-BUTYRYL-4-BENZYL-2-OXAZOLIDINONE 4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one (S)-4-Benzyl-3-[2-(4-methoxyphenyl)acetyl]-2-oxazolidinone

  • N-PROPIONYL-(4S)-BENZYL-2-OXAZOLIDINONE
  • N-3-PROPIONYL-(4S)-BENZYL-2-OXAZOLIDINONE
  • (S)-(+)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
  • (S)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
  • (S)-(+)-4-BENZYL-3-PROPIONYL-2-OXALIDINONE
  • (S)-(+)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDI N-ONE, 99% (99% EE/HPLC)
  • (4s)-(+)-benzyl-3-propionyl-2-oxazolidinone
  • (S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone,99%
  • (4S)-(+)-4-BENZYL-3-PROPIONYL-2-OXAZOLIDINONE
  • (S)-(+)-4-Benzyl-3-propiomyl-2-oxazolidinone
  • (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone,97%
  • (4S)-4-Benzyl-2-oxo-3-propanoyl-1,3-oxazolidine
  • (4S)-4-Benzyl-3-propanoyl-1,3-oxazolidin-2-one
  • (4S)-3-(1-Oxopropyl)-4-(phenylMethyl)-2-oxazolidinone
  • (4S)-4-Benzyl-3-propanoyloxazolidin-2-one
  • (4S)-4-Benzyl-3-propionyl-1,3-oxazolidin-2-one
  • (S)-N-Propionyl-4-benzyl-1
  • S-4-Benzyl-3-Propiony-2-Oxazolidinone
  • 4-benzyl-3-propionyloxazolidin-2-one
  • (S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone 99%
  • (S)-4-Benzyl-3-propionyl-2-oxazolidinone,99%e.e.
  • (S)-(+)-4-Benzyl-3-propiomyl-2-oxazolidin
  • (S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone &gt
  • -3-propionyL
  • 2-Oxazolidinone, 3-(1-oxopropyl)-4-(phenylmethyl)-, (4S)-
  • (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone USP/EP/BP
  • (<i>S</i>)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone
  • 101711-78-8
  • 101711-53-5
  • 101711-78-5
  • C13H15NO3
  • Chiral Auxiliaries
  • Glycidyl Compounds, etc. (Chiral)
  • Chiral Building Blocks
  • Asymmetric Synthesis
  • Oxazolidinone Derivatives
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Asymmetric Synthesis
  • Chiral Auxiliaries
  • Oxazolidinone Derivatives
  • Aromatics
  • Oxazolidinone
  • API intermediates
  • Asymmetric Synthesis
  • Chiral Building Blocks
  • Glycidyl Compounds, etc. (Chiral)
  • Synthetic Organic Chemistry
  • Peptide