ChemicalBook > CAS DataBase List > 3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone

3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone

Product Name
3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone
CAS No.
272778-12-8
Chemical Name
3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone
Synonyms
ZT-6;]-oxy]phenyL;y)-oxy]pentyL;-(4S)-2-oxazoL;)-2-[(S)-[(4-fL;Ezetimibe INT 1;Ezetimibe inter-X;3-[(2R,5S)-5-(4-FL;Ezetimibe Impurity 9;Ezetimibe Impuriry 9
CBNumber
CB8482499
Molecular Formula
C39H46F2N2O5Si2
Formula Weight
716.96
MOL File
272778-12-8.mol
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3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone Property

Melting point:
190-200°C
Boiling point:
748.9±60.0 °C(Predicted)
Density 
1.177
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
Chloroform, Ethyl Acetate, Methanol
form 
Solid
pka
3.55±0.50(Predicted)
color 
White to Off-White
InChIKey
XXMINDVVBVJXLN-GOFGAPPUSA-N
SMILES
O1C[C@H](C2=CC=CC=C2)N(C(=O)[C@@H]([C@H](NC2=CC=C(F)C=C2)C2=CC=C(O[Si](C)(C)C)C=C2)CC[C@@H](C2=CC=C(F)C=C2)O[Si](C)(C)C)C1=O
LogP
10.28 at 21℃
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H413May cause long lasting harmful effects to aquatic life

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

TRC
Product number
F598440
Product name
(4R)-3-[(2S,5R)-5-(4-Fluorophenyl)-2-[(R)-[(4-fluorophenyl)amino][4-[(trimethylsilyl)oxy]phenyl]methyl]-1-oxo-5-[(trimethylsilyl)oxy]pentyl]-4-phenyl-2-oxazolidinone
Packaging
25mg
Price
$150
Updated
2021/12/16
TRC
Product number
F598440
Product name
(4R)-3-[(2S,5R)-5-(4-Fluorophenyl)-2-[(R)-[(4-fluorophenyl)amino][4-[(trimethylsilyl)oxy]phenyl]methyl]-1-oxo-5-[(trimethylsilyl)oxy]pentyl]-4-phenyl-2-oxazolidinone
Packaging
250mg
Price
$1190
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
51437
Product name
(4R)-3-[(2S,5R)-5-(4-Fluorophenyl)-2-[(R)-[(4-fluorophenyl)amino][4-[(trimethylsilyl)oxy]phenyl]methyl]-1-oxo-5-[(trimethylsilyl)oxy]pentyl]-4-phenyl-2-oxazolidinone
Packaging
25mg
Price
$650
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
ORS0000643
Product name
2-OXAZOLIDINONE, 3-[(2R,5S)-5-(4-FLUOROPHENYL)-2-[(S)-[(4-FLUOROPHENYL)AMINO][4-[(TRIMETHYLSILYL)OXY]PHENYL]METHYL]-1-OXO-5-[(TRIMETHYLSILYL)OXY]PENTYL]-4-PHENYL-, (4S)-
Purity
95.00%
Packaging
5G
Price
$909.56
Updated
2021/12/16
Chemenu
Product number
CM137902
Product name
2-Oxazolidinone,3-[(2R,5S)-5-(4-fluorophenyl)-2-[(S)-[(4-fluorophenyl)amino][4-[(trimethylsilyl)oxy]phenyl]methyl]-1-oxo-5-[(trimethylsilyl)oxy]pentyl]-4-phenyl-,(4S)-
Purity
95%
Packaging
5g
Price
$224
Updated
2021/12/16
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3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone Chemical Properties,Usage,Production

Chemical Properties

Off-white Solid

Uses

(4R)-3-[(2S,5R)-5-(4-Fluorophenyl)-2-[(R)-[(4-fluorophenyl)amino][4-[(trimethylsilyl)oxy]phenyl]methyl]-1-oxo-5-[(trimethylsilyl)oxy]pentyl]-4-phenyl-2-oxazolidinone is an intermediate in the preparat ion of Ezetimibe (E975000).

Uses

(4S3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl)amino][4-[(trimethylsilyl)oxy]phenyl]methyl]-1-oxo-5-[(trimethylsilyl)oxy]pentyl]-4-phenyl-2-oxazolidinone is used in the synthesis of Ezetimibe (E975000), an antihyperlipoproteinemic; a cholesterol absorption inhibitor.

Synthesis

75-77-4

189028-95-3

272778-12-8

Step (c): In a 500 ml three-necked round-bottomed flask, assemble a thermometer, dosing funnel and nitrogen inlet. To the flask was added a dichloromethane solution of Compound VIII (28.1 mmol as 10 g of Compound VIII) and Compound IX (12.05 g) from step (b), and the total volume of the reaction mixture was adjusted to 150 mL with dry dichloromethane.The mixture was cooled to -10 °C and N,N-diisopropylethylamine (DIPEA, 25.7 mL, 147.5 mmol), keeping the temperature at -10 °C. Subsequently, trimethylchlorosilane (3.4 mL, 30.8 mmol) was added slowly, keeping the reaction temperature at -10 °C. Stirring of the reaction mixture was continued for 2 hours. Upon completion of the reaction, the organic layer was separated and washed with 120 mL of water. The organic layer was concentrated to a smaller volume, bis(trimethylsilyl)acetamide (8.4 mL) was added and the mixture was heated to reflux for 30 minutes. The mixture was concentrated to remove the dichloromethane and the product was obtained by crystallization from a mixture of ethyl acetate and heptane. After filtration, washing and drying, 13 g of Compound III was obtained (65% yield based on Compound VIII).

References

[1] Patent: US2006/135755, 2006, A1. Location in patent: Page/Page column 16-17

3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone Preparation Products And Raw materials

Raw materials

Preparation Products

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3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone Suppliers

Canada 1 China 184 India 10 United States 9 Global 204
Toronto Research Chemicals
Tel
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Fax
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Email
info@trc-canada.com
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Canada
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View Lastest Price from 3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(aMino)]][4-[triMethylsilyl]-oxy]phenyl]Methyl]-1-oxo-5-[(triMethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone 272778-12-8
Price
US $2.00-5.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-06-26
Sinoway Industrial co., ltd.
Product
3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone 272778-12-8
Price
US $0.00-0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99% up, High Density
Supply Ability
20 tons
Release date
2024-06-27
Qiuxian Baitai New Material Co., LTD
Product
3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone 272778-12-8
Price
US $10.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
500ton/Month
Release date
2021-12-21

272778-12-8, 3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinoneRelated Search:

ALTRENOGEST Acetaminophen Lithium bis(trimethylsilyl)amide Glycine N,N-Dimethyl-1,4-phenylenediamine EC 2.6.1.2 Trimethylphenylammonium chloride Betaine Dichloromethylphenylsilane Methyltriphenylphosphonium bromide 3-[5-(1,5-Dioxo-5-(p-fluophenylpentyl]-4R-phenyl-2-oxazolidinone EzetiMibe LactaM Cleaved Alcohol Ezetimibe 1,5-Pentanedione, 1,5-bis(4-fluorophenyl)- Tris(hydroxymethyl)aminomethane ent-EzetiMibe 5-(4-FLUOROPHENYL)VALERIC ACID EzetiMibe (3R,4R,3'S)-IsoMer

  • Ezetimibe Intermediate X
  • (4R)-3-[(2S,5R)-5-(4-Fluorophenyl)-2-[(R)-[(4-fluorophenyl)amino][4-[(trimethylsilyl)oxy]phenyl]meth
  • Ezetimibe inter-X
  • 3-[(2R,5S)-5-(4-fluorophenyl)-2-{(S)-[4-fluorophenyl]Amino}[4-(trimethylsily)-oxy]pentyl]methyl-1-2oxo-5-(trimethylsilyl)-oxo]penyl]-4-phenyl-(4S)-2-oxazolidinon
  • E3:3-[(2R,5S)-5-(4-fluorophenyl)-2-{(S)-[(4-fluorophenyl)Amino]}[4-(trimethylsilyl)-oxy]pentyl]methyl-1-2oxo-5-( trimethylsilyl)-oxo]penyl]-4-phenyl-(4S)-2-oxazolidinone
  • (S)-3-((2R,5S)-5-(4-Fluorophenyl)-2-((S)-((4-fluorophenyl)aMino)(4-((triMethylsilyl)oxy)phenyl)Methyl)-5-((triMethylsilyl)oxy)pentanoyl)-4-phenyloxazolidin-2-one
  • 2-OXAZOLIDINONE,3-[(2R,5S)-5-(4-FLUOROPHENYL)-2-[(S)-[(4-FLUOROPHENYL)AMINO][4-[(TRIMETHYLSILYL)OXY]PHENYL]METHYL]-1-OXO-5-[(TRIMETHYLSILYL)OXY]PENTYL]-4-PHENYL-,(4S)-
  • 3-[(2R,5S)-5-(4-FLUOROPHENYL)-2-[(S)-[(4-FLUOROPHENYL(AMINO)]] [4-[TRIMETHYLSILYL]-OXY]PHENYL]METHYL]-1-OXO-5-[(TRIMETHYLSILY)-OXY]PENTYL]-4-PHENYL-(4S)-2-OXAZOLIDINONE
  • 2-OXAZOLIDINONE, 3-[(2R,5S)-5-(4-FLUOROPHENYL)-2-[(S)-[(4-FLUOROPHENYL)AMINO][4-[(TRIMETHYLSILYL)OXY]PHENYL]METHYL]-1-OXO-5-[(TRIMETHYLSILYL)OXY]PENTYL]-4-PHENYL-, (4S)-
  • 3-[(2r,5s)-5-(4-Fluorophenyl)-2-[(S)-[(4-Fluorophenyl( Amino)]][4-[Trimethylsilyl]-Oxy]Phenyl]Methyl]-1-Oxo-5-[(Trimethylsilyl)-Oxy]Pentyl]-4-Phenyl-(4s)-2-Oxazolidinone
  • 3-[(2R,5S)-5-(4-fluorophenyl)-2-{(S)-[4-fluorophenyl]Amino}[4-(trimethylsily)-oxy]pentyl]methyl-1-2oxo-5-(trimethylsilyl)-oxo]penyl]-4-phenyl-(4S)-2-oxazolidinone
  • 3-[(2R,5S)-5-(4-FLUOROPHENYL)-2-[(S)-[(4-FLUOROPHENYL( AMINO)]] [4-[TRIMETHYLSILYL]-OXY]PHENYL]METHYL]-1-OXO-5-[(TRIMETHYLSILY) -OXY]PENTYL]-4-PHENYL-(4S)- 2-OXAZOLIDINONE(INTERMEDIATE OF EZETIMIBE)
  • INTERMEDIATE OF EZETIMIBE
  • 3-(2R,5S)-5-(4-fluorophenyl)-2-(S)-(4-fluorophenyl(amino)4-trimethylsilyl-oxyphenylmethyl-1-oxo-5-(trimethylsily)-oxypentyl-4-phenyl-(4S)-2-oxazolidinone
  • (4R)-3-[(2S,5R)-5-(4-Fluorophenyl)-2-[(R)-[(4-fluorophenyl)amino][4-[(trimethylsilyl)oxy]phenyl]methyl]-1-oxo-5-[(trimethylsilyl)oxy]pentyl]-4-phenyl-2-oxazolidinone
  • Ezetimibe Impurity 9
  • ZT-6
  • 3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S
  • (4S)-3-[(2R,5S)-5-(4-fluorophenyl)-2-[(S)-[(4-fluorophenyl)amino]-(4-trimethylsilyloxyphen yl)methyl]-5-trimethylsilyloxy-pentanoyl]-4-phenyl-1,3-oxazolidin-2-one
  • Ezetimibe Impurity 68
  • 3-[2-[(4-fluoroanilino)-(4-trimethylsilyloxyphenyl)methyl]-5-(4-fluorophenyl)-1-oxo-5-trimethylsilyloxypentyl]-4-phenyl-2-oxazolidinone
  • -(4S)-2-oxazoL
  • (amino)]][4-[trimethyL
  • )-2-[(S)-[(4-fL
  • ]-1-oxo-5-[(trimethyL
  • 3-[(2R,5S)-5-(4-FL
  • y)-oxy]pentyL
  • ]-oxy]phenyL
  • Ezetimibe INT 1
  • Ezetimibe Impurity 68 USP/EP/BP
  • 3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone USP/EP/BP
  • 4S3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]- oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone
  • 3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)...
  • Ezetimibe Impuriry 9
  • 3-[(2R,5S)-5-(4- fluorophenyl) -2-[(S)-[(4- fluorophenyl (amino) ]][4- (trimethylsilyl) oxy] phenyl] methyl ]-1- oxo -5-[ (trimethylsilyl) oxy] phenyl
  • {2-[3-(Fluorophenyl)-3-(trimethyl silyloxy)-propyl]-3-(4- fluoro phenyl amino) -3-(4-trimethyl silyloxy phenyl)-1- oxo-propyl}-4-(S) phenyl oxazolidin-2-one
  • Ezetimibe TMS intermediate
  • 3-((2R,5S)-5-(4-fluorophenyl)-2-(S)-((4-fluorophenyl)amino)(4-((trimethylsilyl)oxy)phenyl)methyl)-1-((trimethylsilyl)oxy)pentyl)-4-phenyl-(4S)-2-oxazolidinone
  • 3-{(2R,5S)-5-(4-Fluoro-phenyl)-2-[(S)-(4-fluoro-phenylamino)-(4-trimethylsilanyloxy-phenyl)-methyl]-5-trimethylsilanyloxy-pentanoyl}-4(S)-phenyl-oxazolidin-2-one
  • 3- [(2R, 5S) -5- (4-fluorophenyl) -2- [(S) - [(4-fluorophenyl (amino) [4- (trimethylsilyl) oxygen] phenyl] methyl] -1-oxo-5- [(trimethylsilyl) oxygen] phenyl] -4-phenyl - (4S) -2-oxazolidinone
  • 3- [(2R, 5S) -5- (4-fluorophenyl) -2- [(S) - [(4-fluorophenyl (amino) [4- (trimethylsiloxy) phenyl] methyl] -1-oxo-5- [(trimethylsiloxy) phenyl] -4-phenyl - (4S) -2-oxazolidinone
  • 3-[(2R,5S)-5-(4-Fluorophenyl)-2-[(S)-[(4-fluorophenyl(amino)]][4-[trimethylsilyl]-oxy]phenyl]methyl]-1-oxo-5-[(trimethylsily)-oxy]pentyl]-4-phenyl-(4S)-2-oxazolidinone, 99%min
  • (S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-((4-fluorophenyl)amino)(4-((trimethylsilyl)oxy)phenyl)methyl)-5-((trimethylsilyl)oxy)pentanoyl)-4-phenyloxazolidin-2-one (Intermediate of Ezetimibe)
  • 272778-12-8
  • C39H46F2N2O5Si2
  • Ezetimibe intermediates
  • Ezetimibe
  • pharmaceutical