1185883-40-2

Basic information

• Product Name: (S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-(4-fluorophenylaMino)(4-hydroxyphenyl)Methyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one
• Synonyms: (S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-(4-fluorophenylaMino)(4-hydroxyphenyl)Methyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one;Ezetimibe Impurity 14
• CAS NO: 1185883-40-2
• Molecular Formula: C₃₃H₃₀F₂N₂O₅
• Molecular Weight: 572.5985064
• Mol File: 1185883-40-2.mol

Chemical Properties

• Boiling Point: 799.5±60.0 °C(Predicted)
• Appearance: /
• Density: 1.362±0.06 g/cm3(Predicted)
• PKA: 9.93±0.26(Predicted)
• CAS DataBase Reference: (S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-(4-fluorophenylaMino)(4-hydroxyphenyl)Methyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-(4-fluorophenylaMino)(4-hydroxyphenyl)Methyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one(1185883-40-2)
• EPA Substance Registry System: (S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-(4-fluorophenylaMino)(4-hydroxyphenyl)Methyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one(1185883-40-2)

Safety Data

• Hazardous Substances Data: 1185883-40-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-(4-fluorophenylaMino)(4-hydroxyphenyl)Methyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one is used as an impurity of Ezetimibe (E975005), an antihyperlipoproteinemic and cholesterol absorption inhibitor. Its presence in Ezetimibe is crucial for ensuring the purity and efficacy of the drug, as well as for quality control and regulatory compliance.
Used in Research and Development:
(S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-(4-fluorophenylaMino)(4-hydroxyphenyl)Methyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one can also be used in research and development for the synthesis of new pharmaceuticals, as well as for studying its potential biological activities and interactions with various biological targets. Its unique structure and functional groups may provide insights into the design of novel therapeutic agents and drug delivery systems.
Used in Quality Control and Analysis:
(S)-3-((2R,5S)-5-(4-fluorophenyl)-2-((S)-(4-fluorophenylaMino)(4-hydroxyphenyl)Methyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one can be employed as a reference compound in quality control and analytical methods for the detection and quantification of impurities in pharmaceutical products. This helps ensure the safety, efficacy, and consistency of medications.

Upstream product

• 1185883-44-6 C₃₃H₂₈F₂N₂O₅ 

Downstream Products

• 163222-33-1 ezetemibe 
• 272778-13-9 (3R,4S)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-(trimethylsilyloxy)propanyl)-4-(4-(trimethylsiloxy)phenyl)azetidinone 
• 1185883-38-8 C₄₁H₃₆F₂N₂O₇ 

Relevant articles and documents

INTERMEDIATES FOR THE PREPARATION OF (3R, 4S)-1-(4-FLUOROPHENYL)-3-[(3S)-3-(4-FLUOROPHENYL)-3-HYDROXYPROPYL)]-4-(4-HYDROXYPHENYL)-2-AZETIDINONE

A method for the preparation of (S)-alcohol oxazolidides of general formula II, in which PG represents hydrogen or a hydroxyl protecting group, such as trimethylsilyl, tert-butyldimethylsilyl, benzyloxycarbonyl, tert-butoxycarbonyl, benzyl, benzhydryl or

INTERMEDIATES FOR THE PREPARATION OF (3R, 4S) -1- (4-FLUOROPHENYL) -3- [ (3S) -3- (4-FLUOROPHENYL) -3-HYDROXYPROPYL) ] -4- (4-HYDROXYPHENYL) -2-AZETIDINONE

A method for the preparation of (S)-alcohol oxazolidides of general formula II, in which PG represents hydrogen or a hydroxyl protecting group, such as trimethylsilyl, tert-butyldimethylsilyl, benzyloxycarbonyl, tert-butoxycarbonyl, benzyl, benzhydryl or trityl, in which a ketal oxazolidide of general formula III, where PG has the same meaning as above and R means an alkyl with 1-4 carbon atoms, linear or branched, such as methyl, ethyl, isopropyl or butyl, or R+R together represents a divalent alkyl, or substituted with 1 or 2 alkyl groups, e.g. 1,2-ethylene, 1,2-propylene, 1,2-butylene, 1,3-propylene or 2,2-dimethyl-l,3- propylene, is deprotected by the action of acidic reagents in a mixture of water and a water- miscible solvent in the temperature range of 0 to 100 °C (stage A), and the obtained ketone oxazolidide of general IV, in which PG has the same meaning as above, is reduced with asymmetrical reagents in an inert organic solvent in the temperature range of -30 to +40 °C (stage B).