(5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione
- Product Name
- (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione
- CAS No.
- 168828-82-8
- Chemical Name
- (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione
- Synonyms
- PNU100440;PNU 100440;PNU-100440;Linezolid-12;Linezolid-003-R;Linezolid impurity E;PNU100440,PNU 100440;Linezolid Impurity 46;Linezolid Impurity210;Linezolid InterMediate
- CBNumber
- CB5684900
- Molecular Formula
- C14H17FN2O4
- Formula Weight
- 296.29
- MOL File
- 168828-82-8.mol
(5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione Property
- Melting point:
- 110-112 °C
- Boiling point:
- 494.2±45.0 °C(Predicted)
- Density
- 1.361±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 14.05±0.10(Predicted)
- color
- White to Pale Red
- optical activity
- -56.8447°(C=0.805g/100ml CHCL3)
- CAS DataBase Reference
- 168828-82-8(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- F594975
- Product name
- [(R)-3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methanol
- Packaging
- 100mg
- Price
- $185
- Updated
- 2021/12/16
- Product number
- IF58045
- Product name
- (R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-(hydroxymethyl)oxazolidin-2-one
- Packaging
- 100g
- Price
- $280
- Updated
- 2021/12/16
- Product number
- 119476
- Product name
- (R)-3-(3-Fluoro-4-morpholinophenyl)-5-(hydroxymethyl)oxazolidin-2-one
- Purity
- 95+%
- Packaging
- 1g
- Price
- $324
- Updated
- 2021/12/16
- Product number
- IF58045
- Product name
- (R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-(hydroxymethyl)oxazolidin-2-one
- Packaging
- 250g
- Price
- $550
- Updated
- 2021/12/16
- Product number
- 51409
- Product name
- [(R)-3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methanol
- Packaging
- 100mg
- Price
- $650
- Updated
- 2021/12/16
(5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione Chemical Properties,Usage,Production
Uses
[(R)-3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methanol is an intermediate in the synthesis of Linezolid Dimer (L466520), an impurity of the antibacterial agent Linezolid (L466500).
Synthesis
60456-26-0
168828-81-7
168828-82-8
GENERAL STEPS: Example 3: Preparation of (R)-3-[3-fluoro-4-(4-morpholinophenyl)]-5-hydroxymethyl-2-oxazolidinone [131] To a mixed solution of n-butanol (51.5 g) and THF (100 ml) was added slowly at 20-30°C under nitrogen protection n-butyllithium (1.6 M in hexanes, 391.7 g), keeping the reaction temperature at 10-20°C. The process was continued for 45-60 minutes. In another reactor, N-carboxyphenylmethoxy-3-fluoro-4-morpholino aniline (100 g) was dissolved in THF (500 ml) under nitrogen protection and stirred at 20-30 °C. Subsequently, the mixture was cooled to -15 to -5°C, and the n-butyllithium solution prepared as described previously was slowly added, maintaining the temperature at -15 to -5°C for 45-60 minutes of reaction. Then, (R)-(-)-glycidyl butyrate (48.0 g) was slowly added to this solution and kept at -10 to -5°C for 1 hour. After the addition was completed, the reaction temperature was raised to 8-13°C maintained at 8-13°C for 1 hr, and then raised to 13-15°C for 4-5 hrs of reaction. After completion of the reaction, water (800 ml) and ethyl acetate (300 ml) were added for layering. The organic layer was washed with ethyl acetate-hexane mixture and the solid was dried in an air pan drier at 55-60 °C. Yield: 0.765 g in 85% yield. [132]
References
[1] Synthetic Communications, 2010, vol. 40, # 6, p. 789 - 798
[2] Patent: WO2011/77310, 2011, A1. Location in patent: Page/Page column 12
[3] Organic Syntheses, 2005, vol. 81, p. 112 - 120
[4] Patent: WO2013/111048, 2013, A1. Location in patent: Page/Page column 19; 20
[5] Patent: US2015/25236, 2015, A1. Location in patent: Paragraph 0131; 0132
(5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione Preparation Products And Raw materials
Raw materials
Preparation Products
(5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione Suppliers
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View Lastest Price from (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione manufacturers
- Product
- (5R)-3-[3-fluoro-4 -(4-morpholine) phenyl] -5-hydroxymethyl-2-oxazolidone 168828-82-8
- Price
- US $2.00/g
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 5ton/Month
- Release date
- 2021-12-21
- Product
- (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione 168828-82-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2018-08-20
- Product
- (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione 168828-82-8
- Price
- US $0.00/KG
- Min. Order
- 0KG
- Purity
- 99%
- Supply Ability
- 100t
- Release date
- 2018-03-06