ChemicalBook > CAS DataBase List > (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione

(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
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(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)
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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

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.

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N-Bromosuccinimide Price

TRC
Product number
F594975
Product name
[(R)-3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methanol
Packaging
100mg
Price
$185
Updated
2021/12/16
Biosynth Carbosynth
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
Matrix Scientific
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
Biosynth Carbosynth
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
Medical Isotopes, Inc.
Product number
51409
Product name
[(R)-3-(3-Fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl]methanol
Packaging
100mg
Price
$650
Updated
2021/12/16
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(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

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(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

Qiuxian Baitai New Material Co., LTD
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
Career Henan Chemical Co
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
Shanghai Yingrui Biopharma Co., Ltd.
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

168828-82-8, (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidioneRelated Search:

Tetrakis(hydroxymethyl)phosphonium sulfate Diphenyl ether methylol cellulose Methyltriphenylphosphonium bromide CARBOXYMETHYLCELLULOSE SODIUM SALT Dichloromethylphenylsilane Tetrakis(hydroxymethyl)phosphonium chloride PHENYL VALERATE 2-Hydroxyethyl methacrylate Trimethylolpropane Tris(hydroxymethyl)aminomethane PHENYL RESIN Fluorine Phenylacetic acid 3-FLUORO-4-MORPHOLIN-4-YL-PHENYLAMINE (R)-3-(3-FLUOROPHENYL)-5-(HYDROXYMETHYL)OXAZOLIDIN-2-ONE (R)-5-(HYDROXYMETHYL)-3-METHYLOXAZOLIDIN-2-ONE (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione

  • 2-Oxazolidinone, 3-[3-fluoro-4-(4-morpholinyl)phenyl]-5-(hydroxymethyl)-, (5R)-
  • 3-(3-FLUORO-4-(4-MORPHOLINYL)PHENYL)-5-HYDROXYMETHYL-(5R)-2-OXAZOLIDIONE
  • (R)-3-(3-FLUORO-4-MORPHOLINOPHENYL)-5-(HYDROXYMETHYL)OXAZOLIDIN-2-ONE
  • R-N-(3-FLUORO-4-MORPHOLINYLPHENYL)-2-OXO-5-OXAZOLIDINYLMETHANOL
  • (5R)-3-[3-FLUORO-4-(4-MORPHOLINYL)PHENYL]-5-(HYDROXYMETHYL)-2-OXAZOLIDINONE
  • 5-hydroxymethyl-2-ox azolidione
  • Linezolid impurity PNU100440
  • (R)-3-(3-fluoro-4-morpholinophenyl)
  • Linezolid impurity 12/(5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione
  • Linezolid-12
  • Linezolid Hydroxymethyl Impurity
  • Linezolid Hydroxy Impurity
  • Linezolid Impurity 46
  • 3-[3-fluoro-4-(4-morpholinyl)phenyl]-5-(hydroxymethyl)oxazolidine-2,4-dione
  • 2-Oxazolidinone,3-[3-fluoro-4-(4-morpholinyl)phen
  • R)-5-(Hydroxymethyl)-3-(3-fluoro-4-morpholinopheny
  • (5R)-3-[3-Fluoro-4-(4-morpholinyl)phenyl]-5-(hydroxymethyl)-2-oxazolindinone
  • (5R)-3-(3-FLUORO-4-(4-MORPHOLINYL)PHENYL)-5-HYDROXYMETHYL-2-OXAZOLIDIONE
  • R-N-[[3-[3-FLUORO-4-MORPHOLINYL]PHENYL]-2-OXO-5-OXAZOLIDINYL]METHANOL
  • (5R)-3-(3-Fluoro-4-Morpholin-4-yl-phenyl)-5-hydroxyMethyl-oxazolidin-2-one
  • [(R)-3-(3-Fluoro-4-Morpholinophenyl)-2-oxo-5-oxazolidinyl]Methanol
  • Linezolid InterMediate
  • (5R)-3-(3-fluoro-4-Morpholinophenyl)-5-(hydroxyMethyl)oxazolidin-2-one
  • (5R)-3-[3-fluoro-4-(Morpholin-4-yl)phenyl]-5-(hydroxyMethyl)-1,3-oxazolidin-2-one
  • (R)-5-( hydroxy)-3(3-fluoro-4-Morpholinphenyl)oxazolidin-2-one
  • 3-[3-fluoro-4-(4-Morpholinyl)phenyl]-5-(hydroxyMethyl)- (5R)-2-Oxazolidinone
  • (R)-3-(3-Fluoro-4-Morpholin-4-ylphenyl)-5-(hydroxyMethyl)oxazolidine-2,4-dione
  • (R)-N-(3-(3-FLuORO-(4-MORPHOLINYL)PHENYL)-2-OXO-5-OXAZOLIDINYL)METHANAOL MESYLATE
  • Linezolid DesacetaMide Hydroxy IMpurity
  • (5R)-3-[3-Fluoro-4-(4-morpholinyl)phenyl]-5-(hydroxymethyl)--oxazolidione
  • (5R)-3-[3-fluoro-4-(4-morpholinyl)phenyl]-5-(hydroxymethyl)-1,3-oxazolidin-2-one
  • Linezolid impurity E
  • (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-oxazolidione 98%
  • Linezolid Impurity ((5R)-3-[3-Fluoro-4-(4-morpholinyl)phenyl]-5-hydroxymethyl-2-oxazolidinone)
  • Linezolid-003-R
  • (R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-(hydroxymethyl)oxazolidin-2-one
  • Linezolid Hydroxymethyl Impurity (Linezolid Desacetamide Hydroxy Impurity)
  • Linezolid hydroxymethyl imp(R-isomer)
  • (5R)-3-[3-fluoro-4 -(4-morpholine) phenyl] -5-hydroxymethyl-2-oxazolidone
  • (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2-...
  • Linezolid Impurity210
  • Linezolid Impurity1306
  • (5R)-3-(3-Fluoro-4-(4-morpholinyl)phenyl)-5-hydroxymethyl-2- 168828-82-8
  • PNU 100440
  • PNU100440
  • PNU-100440
  • PNU100440,PNU 100440
  • Unezolld Desacetamlde Hydroxy
  • (5R)-3-[3-fluoro-4 -(4-morphinyl) phenyl] -5-hydroxymethyl-2-oxazolidinone
  • 5(R)-Hydroxymethyl-3-[3-fluoro-4-(4-morpholinyl)phenyl]oxazolidin-2-one
  • (R) - (3 - (3 -flour o - 4 - morph olinophenyl) - 2 - o xo - 5 - ox a zo lidinyl)methyl
  • (5R)-3-(3-Fluoro-4- morpholin-4-yl-phenyl)-(5R) -hydroxymethyl- oxazolidin-2-one
  • (R)-3-(3-Fluoro-4-morpholinophenyl)-5-(hydroxymethyl)oxazolidin-2-one (Linezolid Impurity)
  • PNU-100440, 10 mM in DMSO
  • (R)-[3-(3-Fluoro-4-morpholin-4-ylphenyl)-2-oxo-5-oxazolidinyl]methanol
  • 168828-82-8
  • C14H17FN2O4