(4S)-3-[(5S)-5-(4-Fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one

Name: (4S)-3-[(5S)-5-(4-Fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 189028-95-3
Cat. No. CS-0037017
Purity≥97%
MDL No.MFCD13194798

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(4S)-3-[(5S)-5-(4-Fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one|CS-0037017

Structure of 189028-95-3

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General Information

CAS No. 189028-95-3
Cat. No. CS-0037017
Purity ≥97%
MDL No. MFCD13194798
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₀FNO₄
Molecular Weight 357.38
Synonym(s) None
SMILES C1=CC=C(C=C1)[C@H]2COC(=O)N2C(=O)CCC[C@@H](C3=CC=C(C=C3)F)O

Description

This oxazolidinone features a chiral scaffold with a fluorinated aryl moiety and a hydroxypentanoyl side chain, enabling selective conjugation in asymmetric synthesis. The sterically defined framework supports high diastereoselectivity in reductive amination workflows and exhibits enhanced stability under standard bench conditions.

Application

(4S)-3-[(5S)-5-(4-Fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptide mimetics. Its oxazolidinone core enables reliable stereocontrolled functionalization, while the pendant hydroxyl and aryl groups offer orthogonal reactivity. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  189028-93-1
- ~%
- 1246853-49-5
- In-stock
  
  189028-95-3
References
- Journal of Molecular Catalysis B: Enzymatic, , vol. 85-86, p. 99 - 104
Route2
- 1246853-48-4
- ~%
- 1246853-49-5
- In-stock
  
  189028-95-3
References
- Journal of Molecular Catalysis B: Enzymatic, , vol. 85-86, p. 99 - 104
Route3
- In-stock
  
  189028-93-1
- ~96%
- In-stock
  
  189028-95-3
References
- SCHERING CORPORATION Patent: EP1137634 B1, 2005 ; Location in patent: Page/Page column 7 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 66.84
LogP 3.7495
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Oxazolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(4S)-3-[(5S)-5-(4-Fluorophenyl)-5-hydroxypentanoyl]-4-phenyl-1,3-oxazolidin-2-one

CAS No. 189028-95-3

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