(R)-[3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methyl methanesulfonate
- Product Name
- (R)-[3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methyl methanesulfonate
- CAS No.
- 174649-09-3
- Chemical Name
- (R)-[3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methyl methanesulfonate
- Synonyms
- Linezolid related Compound;Linezolid USP RC D;Unezolld Impurlty 47;Linezolid Impurity 32;Mesylate imp USP RC-D;Linezolid Impurity1318;Linezolid impurity D RS;Linezolid Related Compound 1;Linezolid USP Related Compound D;Linezolid Related Compound D (Linezolid Mesylate Impurity)
- CBNumber
- CB02510028
- Molecular Formula
- C15H19FN2O6S
- Formula Weight
- 374.38
- MOL File
- 174649-09-3.mol
(R)-[3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methyl methanesulfonate Property
- Melting point:
- 183-185℃
- Boiling point:
- 592.7±50.0 °C(Predicted)
- Density
- 1.418
- storage temp.
- 2-8°C
- solubility
- Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly, Heated)
- form
- Solid
- pka
- 5.71±0.40(Predicted)
- color
- White to Off-White
Safety
- HS Code
- 2934990002
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
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.
N-Bromosuccinimide Price
- Product number
- F594970
- Product name
- (5R)-3-[3-Fluoro-4-(4-morpholinyl)phenyl]-5-[[(methylsulfonyl)oxy]methyl]-2-oxazolidinone
- Packaging
- 100mg
- Price
- $1455
- Updated
- 2021/12/16
- Product number
- 51408
- Product name
- (5R)-3-[3-Fluoro-4-(4-morpholinyl)phenyl]-5-[[(methylsulfonyl)oxy]methyl]-2-oxazolidinone
- Packaging
- 100mg
- Price
- $1475
- Updated
- 2021/12/16
- Product number
- 094498
- Product name
- (R)-(3-(3-Fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl methanesulfonate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $1647
- Updated
- 2021/12/16
- Product number
- 9040AA
- Product name
- LinezolidRelatedCompoundD
- Packaging
- 25mg
- Price
- $39
- Updated
- 2021/12/16
- Product number
- IF58046
- Product name
- (R)-3-(3-Fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl)methyl methansulfonate
- Packaging
- 10g
- Price
- $70
- Updated
- 2021/12/16
(R)-[3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methyl methanesulfonate Chemical Properties,Usage,Production
Uses
(5R)-3-[3-Fluoro-4-(4-morpholinyl)phenyl]-5-[[(methylsulfonyl)oxy]methyl]-2-oxazolidinone (Linezolid USP Related Compound D) is an intermediate in the synthesis of Linezolid Dimer (L466520), an impurity of the antibacterial agent Linezolid (L466500).
Synthesis
124-63-0
168828-82-8
174649-09-3
To a 1L solution of dichloromethane containing 132.8 g of (R)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-5-hydroxymethyl-2-oxazolidinone and 87.1 g of triethylamine was slowly added 74 g of methanesulfonyl chloride at 0°C under nitrogen protection. The reaction mixture was stirred at 0 °C for 30 min and then gradually warmed up to room temperature. A white solid precipitated during the reaction. Subsequently, a solvent mixture consisting of 1.75 L of water, 6.50 L of dichloromethane and 1 L of ethyl acetate was added to the reaction system and stirring was continued for 30 minutes. Upon completion of the reaction, the white solid product was collected by filtration. A final product of 140 g was obtained with a yield of 105.42% (w/w).
References
[1] Patent: WO2009/63505, 2009, A2. Location in patent: Page/Page column 14
[2] Patent: EP2163547, 2010, A1. Location in patent: Page/Page column 8
[3] Patent: WO2011/77310, 2011, A1. Location in patent: Page/Page column 12; 13
[4] Synthetic Communications, 2010, vol. 40, # 6, p. 789 - 798
[5] Patent: WO2010/84514, 2010, A2. Location in patent: Page/Page column 15
(R)-[3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methyl methanesulfonate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (R)-[3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methyl methanesulfonate manufacturers
- Product
- (R)-(3-(3-Fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl methanesulfonate 174649-09-3
- Price
- US $2.20-8.80/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 100kg
- Release date
- 2025-08-29
- Product
- (R)-[3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methyl methanesulfonate 174649-09-3
- Price
- US $2.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- ask
- Release date
- 2018-12-19