(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

Canada 1 China 319 Germany 2 India 42 Japan 1 South Korea 1 Switzerland 1 United Kingdom 2 United States 17 USA 1 Global 387

Standardpharm Co. Ltd.

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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:

Ezetimibe Methyl (3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-3-azetidinepropanoate (3R,4S)-1-(4-Fluorophenyl)-2-oxo-4-[4-(benzyloxy)phenyl]-3-azetidinepropanoic acid PHENYL VALERATE TERT-AMYL METHYL ETHER Cyclopentanecarbaldehyde TETRAPENTYLAMMONIUM BROMIDE Oxadixyl EZETIMIBE-D4 1,5-Pentanedione, 1-(3-fluorophenyl)-5-[(4S)-2-oxo-4-phenyl-3-oxazolidinyl]- PHENYL RESIN 4-(4-Fluorobenzoyl)butyric acid (4S)-3-[(5R)-5-(4-FLUOROPHENYL)-5-HYDROXYPENTANOYL]-4-PHENYL-1,3-OXAZOLIDIN-2-ONE 4-[[(4-Fluorophenyl)imino]methyl]-phenol 5-(4-FLUOROPHENYL)VALERIC ACID ent-EzetiMibe EzetiMibe (3R,4R,3'S)-IsoMer (R)-3-((S)-5-(4-fluorophenyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one

(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