4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one

Product Name: 4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one
CAS No.: 104266-90-2
Chemical Name: 4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one
Synonyms: (S)-3-(3-Methylbutanoyl)-4-benzyloxazolidin-2-one;3-ISOVALEROYL-4-(S)-BENZYLOXAZOLIDIN-2-ONE;(4S)-4-Benzyl-3-isovaleryloxazolidin-2-one;4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one;4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one;4S-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one;(S)-4-benzyl-3-(3-Methylbutanoyl)oxazolidin-2-one;(S)-4-Benzyl-3-(3-methylbutanoyl)-2-oxazolidinone;3-(3-methyl-1-oxobutyl)-4-(phenylmethyl)-2-oxazolidinone;3-(3-Methyl-1-oxobutyl)-4-(p henylMethyl)-, (S)-2-Oxazolidinone
CBNumber: CB51855466
Molecular Formula: C15H19NO3
Formula Weight: 261.32
MOL File: 104266-90-2.mol

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4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one Property

Boiling point:: 412.9±14.0 °C(Predicted)
Density: 1.152±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: -2.33±0.40(Predicted)
Appearance: Off-white to light yellow Solid
optical activity: Consistent with structure

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Safety

Risk Statements: 36-43
Safety Statements: 26-36/37/39
HS Code: 29349990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: B281550
Product name: (4S)-4-Benzyl-3-isovaleryloxazolidin-2-one
Packaging: 10g
Price: $855
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 49748
Product name: (4S)-4-Benzyl-3-isovaleryloxazolidin-2-one
Packaging: 10g
Price: $1275
Updated: 2021/12/16

Matrix Scientific

Product number: 131939
Product name: (S)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one
Purity: 97%
Packaging: 25g
Price: $1630
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CCH0001419
Product name: (S)-3-(3-METHYLBUTANOYL)-4-BENZYLOXAZOLIDIN-2-ONE
Purity: 95.00%
Packaging: 100G
Price: $3234
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CCH0001419
Product name: (S)-3-(3-METHYLBUTANOYL)-4-BENZYLOXAZOLIDIN-2-ONE
Purity: 95.00%
Packaging: 250G
Price: $5082
Updated: 2021/12/16

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4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one Chemical Properties,Usage,Production

Uses

(4S)-4-Benzyl-3-isovaleryloxazolidin-2-one is an intermediate in the preparation of orally active renin inhibitor Aliskiren (A536000).

Synthesis

90719-32-7

108-12-3

145589-03-3

The general procedure for the synthesis of 3-isovaleryl-4(R)-benzyl-2-oxazolidinones from (S)-4-benzyl-2-azolidinones and isovaleryl chloride is as follows: 1. 4-Dimethylaminopyridine (2.55 g, 21.3 mmol) and triethylamine (46.9 mL, 340.8 mmol) were dissolved in dry dichloromethane (100 mL) to prepare solution A. The solution was prepared as follows. 2. (S)-(-)-4-benzyl-2-oxazolidinone (37.7 g, 213 mmol) was prepared by dissolving (S)-(-)-4-benzyl-2-oxazolidinone (37.7 g, 213 mmol) in another dry dichloromethane (300 mL). 3. Solution A was slowly added to Solution B and stirred well. 4. A solution of isovaleryl chloride (33.75 mL, 207 mmol) in dichloromethane (50 mL) was added slowly dropwise to the above mixture at 0 °C, controlling the internal temperature to be below 10 °C. 5. The reaction mixture was stirred at 10 °C for 30 minutes and then filtered to remove the salt formed. 6. Water (100 mL) was added to the filtrate to separate the organic and aqueous phases. 7. The organic phase was washed sequentially with water (100 mL) and brine (100 mL) and then dried over anhydrous sodium sulfate. 8. The solvent was removed by pressurized evaporation to give 53 g of a yellow oil, which solidified gradually over time in 95% yield. The NMR data of the product were as follows: 1H NMR (300 MHz, CDCl3, 298K) δ 7.35-7.15 (m, 5H), 4.71-4.61 (m, 1H), 4.21-4.10 (m, 2H), 3.35-3.25 (dd, J = 13.2, 3.4 Hz, 1H), 2.85-2.72 (dd, J = 14.97, 6.8 Hz, 1H), 2.80-2.72 (dd, J = 14.97, 6.8 Hz, 1H), 2.80-2.80 (dd, J = 14.97, 6.8 Hz, 1H). 1H), 2.80-2.67 (m, 2H), 2.29-2.12 (sept, J = 13.2 Hz, 1H), 1.03-0.98 (d, J = 6.8 Hz, 3H), 0.98-0.95 (d, J = 6.8 Hz, 3H). 13C NMR (75 MHz, CDCl3, 298K) δ 175.6, 171.2, 154.4, 137.1, 130.5, 130.2, 126.0, 82.1, 66.1, 45.6, 42.6, 41.4, 44.0, 28.7, 27.3, 19.7.

References

[1] Helvetica Chimica Acta, 2012, vol. 95, # 10, p. 1937 - 1945,9
[2] Patent: WO2011/151442, 2011, A2. Location in patent: Page/Page column 24
[3] Patent: US2013/71899, 2013, A1. Location in patent: Paragraph 0124-0127
[4] Journal of Medicinal Chemistry, 2016, vol. 59, # 23, p. 10530 - 10548
[5] Organic Process Research and Development, 2015, vol. 19, # 6, p. 611 - 617

4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one Suppliers

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View Lastest Price from 4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one manufacturers

Career Henan Chemical Co

Product: 4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one 104266-90-2
Price: US $7.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100KG
Release date: 2018-12-18

104266-90-2, 4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-oneRelated Search:

Aliskiren 4-Bromo-1-methoxy-2-(3-methoxy-propoxy)-benzene Benzenepropanol, 4-methoxy-3-(3-methoxypropoxy)-b-(1-methylethyl)-, (bR)- Benzaldehyde, 4-methoxy-3-(3-methoxypropoxy)- 2-Cyano-2,2-diMethyl-acetaMide Aliskiren inter-11 4-Methoxy-3-(3-methoxypropoxy)benzenemethanol Benzene, 4-[(2R)-2-(chloromethyl)-3-methylbutyl]-1-methoxy-2-(3-methoxypropoxy)- (4S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone 4-Benzyl-3-(5-chloro-2-isopropyl-pent-4-enoyl)-oxazolidin-2-one (3S,4S)-4-BENZYL-3-(3-METHYLPENTANOYL)-OXAZOLIDIN-2-ONE (N-ACETYL)-(4R)-BENZYL-2-OXAZOLIDINONE 4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one

3-(3-Methyl-1-oxobutyl)-4-(p henylMethyl)-, (S)-2-Oxazolidinone

2-Oxazolidinone, 3-(3-Methyl-1-oxobutyl)-4-(phenylMethyl)-, (S)-

(S)-4-benzyl-3-(3-Methylbutanoyl)oxazolidin-2-one

(4S)-4-Benzyl-3-isovaleryloxazolidin-2-one

2-Oxazolidinone, 3-(3-methyl-1-oxobutyl)-4-(phenylmethyl)-, (4S)-

4S-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one

4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one

(S)-3-(3-Methylbutanoyl)-4-benzyloxazolidin-2-one

3-ISOVALEROYL-4-(S)-BENZYLOXAZOLIDIN-2-ONE

4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

3-(3-methyl-1-oxobutyl)-4-(phenylmethyl)-2-oxazolidinone

(S)-4-Benzyl-3-(3-methylbutanoyl)-2-oxazolidinone

104266-90-2

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