ChemicalBook > CAS DataBase List > (4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone

(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone

Product Name
(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone
CAS No.
189028-93-1
Chemical Name
(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone
Synonyms
ZT-4;ETMB-04;uophenyL;Ezetimibe-27;]-4(S)-phenyL;API`sIntermediate;Ezetimibe Impurity 8;M-Fluoro oxazolidone;Ezetimibe Impuriry 32;Ezetimibe Impurity 41
CBNumber
CB2777355
Molecular Formula
C20H18FNO4
Formula Weight
355.36
MOL File
189028-93-1.mol
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(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone Property

Melting point:
90.0 to 94.0 °C
Boiling point:
568.4±50.0 °C(Predicted)
Density 
1.288±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
soluble in Acetone
form 
powder to crystal
pka
-3.11±0.40(Predicted)
color 
White to Light yellow
optical activity
Consistent with structure
InChI
InChI=1S/C20H18FNO4/c21-16-11-9-15(10-12-16)18(23)7-4-8-19(24)22-17(13-26-20(22)25)14-5-2-1-3-6-14/h1-3,5-6,9-12,17H,4,7-8,13H2/t17-/m1/s1
InChIKey
XXSSRSVXDNUAQX-QGZVFWFLSA-N
SMILES
C(C1=CC=C(F)C=C1)(=O)CCCC(N1[C@@H](C2=CC=CC=C2)COC1=O)=O
CAS DataBase Reference
189028-93-1(CAS DataBase Reference)
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Safety

HS Code 
2934.99.4400
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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.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

TCI Chemical
Product number
P2111
Product name
(S)-4-Phenyl-3-[5-(4-fluorophenyl)-5-oxopentanoyl]-2-oxazolidinone
Purity
>98.0%(HPLC)(N)
Packaging
5g
Price
$70
Updated
2025/07/31
TCI Chemical
Product number
P2111
Product name
(S)-4-Phenyl-3-[5-(4-fluorophenyl)-5-oxopentanoyl]-2-oxazolidinone
Purity
>98.0%(HPLC)(N)
Packaging
25g
Price
$279
Updated
2025/07/31
TRC
Product number
D486425
Product name
3-[5-(1,5-Dioxo-5-(p-fluophenylpentyl]-4(S)-phenyl-2-oxazolidinone
Packaging
1g
Price
$745
Updated
2021/12/16
TRC
Product number
D486425
Product name
3-[5-(1,5-Dioxo-5-(p-fluophenylpentyl]-4(S)-phenyl-2-oxazolidinone
Packaging
500mg
Price
$400
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD22477
Product name
3-[5-(1,5-Dioxo-5-(p-fluophenylpentyl]-4S-phenyl-2-oxazolidinone
Packaging
250g
Price
$600
Updated
2021/12/16
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(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Uses

3-[5-(1,5-Dioxo-5-(p-fluophenylpentyl]-4(S)-phenyl-2-oxazolidinone (cas# 189028-93-1) is a compound useful in organic synthesis.

Synthesis

99395-88-7

149437-76-3

189028-93-1

Example 1: Preparation of ezetimibe; (1-1) Preparation of (4S)-3-[5-(4-fluorophenyl)-1,5-dioxopentyl]-4-phenyl-2-oxazolidinone (Eq. 7); A reaction mixture was prepared by dissolving 200 g of 5-(4-fluorophenyl)-5-oxopentanoic acid (Eq. 8), 160 g of (S)-4-phenyl-oxazolidin-2-one (Eq. 9), and 11.6 g of 4- dimethylamino pyridine were dissolved in 600 mL of dichloromethane to prepare the reaction mixture. A solution prepared by dissolving 157 g of N,N'-dicyclohexylcarbimide in 200 mL of dichloromethane was added to the reaction mixture and stirred for 2 hours. Upon completion of the reaction, the resulting reaction mixture was filtered to remove the by-products. The filtrate was washed sequentially with 1 L of 6N HCl, 1 L of water and 1 L of saturated sodium chloride solution, dried with anhydrous magnesium sulfate, filtered and the solvent was removed by distillation under reduced pressure. The residue was dissolved in 2 L of methanol by heating and cooled to induce crystallization. 2L of water was added and stirred for 30 minutes. The solid was separated by filtration to give 289 g of (4S)-3-[5-(4-fluorophenyl)-1,5-dioxopentyl]-4-phenyl-2-oxazolidinone as a white solid (yield: 86%).1H NMR (300 MHz, CDCl3): δ 7.92 (2H, m), 7.35-7.13 (5H, m), 7.04 (2H, m). 5.43 (1H, q), 4.75 (1H, t), 4.22 (1H, q), 3.05-2.93 (4H, m), 2.03 (2H, m).

References

[1] Patent: WO2010/71358, 2010, A2. Location in patent: Page/Page column 14-15
[2] Patent: WO2006/122216, 2006, A2. Location in patent: Page/Page column 41-42
[3] Synthetic Communications, 2016, vol. 46, # 20, p. 1687 - 1693
[4] Patent: CN106397292, 2017, A. Location in patent: Paragraph 0053; 0086; 0087
[5] Patent: CN104513187, 2017, B. Location in patent: Paragraph 0063; 0064; 0065; 0066

(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone Preparation Products And Raw materials

Raw materials

Preparation Products

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(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone Suppliers

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View Lastest Price from (4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone manufacturers

Jinan Ruitong Biotech Co., Ltd.
Product
1-(4-Fluoro-phenyl)-5-(2-oxo-4-phenyl-oxazolidin-3-yl)-pentane-1,5-dione 189028-93-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1
Release date
2025-08-26
WUHAN FORTUNA CHEMICAL CO., LTD
Product
(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone 189028-93-1
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg
Release date
2021-11-09
Shaanxi Dideu Medichem Co. Ltd
Product
(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone 189028-93-1
Price
US $1100.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
1T
Release date
2020-07-06

189028-93-1, (4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinoneRelated Search:


  • (4S)-4-Phenyl-3-[5-(4-fluorophenyl)-5-oxopentanoyl]-1,3-oxazolidin-2-one
  • (S)-3-[5-(4-Fluorophenyl)-1,5-dioxopentyl]-4-phenyloxazolidin-2-one
  • 1-(4-Fluorophenyl)-5-[(4S)-2-oxo-4-phenyl-3-oxazolidinyl]-1,5-pentanedione
  • 3-[5-(4-fluorophenyl)-1, 5-dioxopentyl]-4-phenyl-(4S)-2-Oxazolidinone (FHO2)
  • Ezetimibe Impurity 41
  • (S)-1-(4-fluorophenyl)-5- (2-oxo-4-phenyloxazolidin-3-yl) pentane-1,5-dione
  • ETMB-04
  • (S)-1-(4-fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)
  • 1-(4-fluorophenyl)-5-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]pentane-1,5-dione
  • (S)-3-(5-(4-fluorophenyl)-5-oxopentanoyl)-4-phenyloxazolidin-2-one
  • (S)-3-(5-(4-fluorophenyl)-5-oxophentanoyl)-4-phenyloxazolidin-2-one
  • (S)-4-Phenyl-3-[5-(4-fluorophenyl)-5-oxopentanoyl]-2-oxazolidinone
  • Ezetimibe Impurity 8
  • ZT-4
  • (S)-3-(4-(2-(4-fluorophenyl)-1,3-dioxolan-2-yl)butanoyl)-4-phenyloxazolidin-2-one
  • (<i>S</i>)-4-Phenyl-3-[5-(4-fluorophenyl)-5-oxopentanoyl]-2-oxazolidinone
  • (4s)-3-[5-(4-fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone
  • 3-[5-[(4-FLUOROPHENYL)-1-5-DIOXOPENTA]-YL-4-(S)-PHENYL OXNZOLIDINE-2-ONE
  • 3-[5-(4-FLUOROPHENYL)-1,5-DIOXOPENTYL]-4-PHENYL-(4S)-2-OXAZOLIDINONE
  • 2-OXAZOLIDINONE, 3-[5-(4-FLUOROPHENYL)-1,5-DIOXOPENTYL]-4-PHENYL-, (4S)-
  • 3-[5-(4-Fluorophenyl)-1,5-Dixopenyl]-4-Phenyl-(4s)-2-Oxazolidinone
  • (4S)-3-[5-(4-fluorophenyl)1,5-dioxophentyl]-4-phenyl-2-oxazolidinone
  • API`sIntermediate
  • (4S)-3-[5-(4-Fluorophenyl)-1,5-dixopenyl]-4-phenyl-2-oxazolidinone
  • 2-OXAZOLIDINONE,3-[5-(4-FLUOROPHENYL)-1,5-DIOXOPENTYL]-4-PHENYL
  • E1:(4S)-3-[5-(4-fluorophenyl)1,5-dioxophentyl]-4-phenyl-2-oxazolidinone
  • Ezetimibe-27
  • Ezetimibe impuriry 26/(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone
  • (S)-1-(4-Fluorophenyl)-5-(2-oxo-4-phenyl-3-oxazolidinyl)-1,5-pentanedione
  • 3-[5-(4-fluorophenyl)-5-oxopentanoyl]-4(S)-4-phenyl-1,3-oxazolidin-2-one
  • (S)-4-Phenyl-3-[5-(4-fluorophenyl)-5-oxopentanoyl]-2-oxazolidinone&gt
  • Ezetimibe Intermediate Impurity T
  • ]-4(S)-phenyL
  • 3-[5-(1,5-Dioxo-5-(p-fL
  • uophenyL
  • 1,5-Pentanedione, 1-(4-fluorophenyl)-5-[(4S)-2-oxo-4-phenyl-3-oxazolidinyl]-
  • Etimibe intermediate 2
  • Ezetimibe Impuriry 32
  • 1-(4-FLUOROPHENYL)-5-(2-OXO-4-PHENYLOXAZOLIDIN-3-YL)PENTANE-1,5-DIONE
  • (4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazol
  • M-Fluoro oxazolidone
  • (4S) -3- [5- (4-fluorophenyl) -1,5-dioxapenyl] -4-phenyl-2-oxazolidinone
  • (S)-3-(5-(4-fluoropheny)-5-oxopentanoy)-4-phenyloxazolidin-2- one
  • Ezetimibe EP Impurity-C
  • (4S) -3- [5- (4-fluorophenyl) -1,5-dioxopentyl] -4-phenyl-2-oxazolidinone
  • Intermediate 2 of Etimibe
  • (4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone, 99%min
  • (S)-1-(4-Fluorophenyl)-5-(2-oxo-4-phenyloxazolidin-3-yl)pentane-1,5-dione (Intermediate of Ezetimibe)
  • 189028-93-1
  • Intermediate of ezetimibe
  • pharmaceutical
  • Ezetimibe intermediates
  • Aromatics