272778-12-8 Usage
Description
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 is a complex organic compound with a unique molecular structure. It is characterized by its off-white solid appearance and plays a significant role in the pharmaceutical industry due to its intermediate role in the synthesis of various drugs.
Uses
Used in Pharmaceutical Industry:
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 is used as an intermediate in the preparation of Ezetimibe (E975000), an antihyperlipidemic drug and a cholesterol absorption inhibitor. Its role in the synthesis process is crucial for the development of this medication, which helps in managing high cholesterol levels and reducing the risk of cardiovascular diseases.
Used in Synthesis of Ezetimibe (E975000):
In the pharmaceutical industry, 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 is utilized in the synthesis of Ezetimibe (E975000). 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 serves as a key intermediate in the production process, enabling the creation of a drug that effectively lowers cholesterol levels and supports cardiovascular health.
Chemical Properties:
The compound is an off-white solid, which indicates its stable and solid-state nature. This property is essential for its use in the pharmaceutical industry, as it allows for easy handling and processing during the synthesis of target drugs.
Check Digit Verification of cas no
The CAS Registry Mumber 272778-12-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,7,2,7,7 and 8 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 272778-12:
(8*2)+(7*7)+(6*2)+(5*7)+(4*7)+(3*8)+(2*1)+(1*2)=168
168 % 10 = 8
So 272778-12-8 is a valid CAS Registry Number.
InChI:InChI=1/C39H46F2N2O5Si2/c1-49(2,3)47-33-22-14-29(15-23-33)37(42-32-20-18-31(41)19-21-32)34(24-25-36(48-50(4,5)6)28-12-16-30(40)17-13-28)38(44)43-35(26-46-39(43)45)27-10-8-7-9-11-27/h7-23,34-37,42H,24-26H2,1-6H3/t34-,35-,36+,37-/m1/s1
272778-12-8Relevant articles and documents
Preparation method of ezetimibe and intermediate thereof
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Paragraph 0066-0068, (2020/03/03)
The invention discloses a preparation method of ezetimibe and an intermediate thereof. The invention provides a preparation method of an ezetimibe intermediate IV. The preparation method comprises thefollowing steps: an ezetimibe intermediate II and an ezetimibe intermediate III are subjected to a cyclization reaction to obtain the ezetimibe intermediate IV in the presence of a trialkylchlorosilane, an organic base, a chiral catalyst and lithium diisopropylamide in an organic solvent, wherein R is methyl, ethyl or propyl. The preparation method is short in route steps, mild in reaction conditions and simple in post-treatment steps, and avoids the connection of a substrate with a chiral group, and the obtained product is high in purity, achieves the standard of bulk drugs, is high in yield, low in production cost, high in atomic utilization rate, and suitable for industrial production.
NEW METHOD FOR PREPARING EZETIMIBE
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Page/Page column 25, (2012/02/01)
The present invention relates to a new method for preparing ezetimibe comprising a step of cyclizing the compound (4S)-phenyl-3-[(5S)-(4-fluorophenyl)-(2R)-[(1S)-(4-fluorophenylamino)-1-(4-nitrophenyl)methyl]-5-hydroxypentanoyl]oxazolidin-2-one or the derivatives thereof in which the hydroxyl group is protected. The invention also relates to new intermediates used in this method.
