(S)-N-[3-(3-Fluoro-4-iodo-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide

Name: (S)-N-[3-(3-Fluoro-4-iodo-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide
Brand: ChemScene
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CAS No. 149524-45-8
Cat. No. CS-M1500
Purity≥98%
MDL No.MFCD09608095

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-N-[3-(3-Fluoro-4-iodo-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide|CS-M1500

Structure of 149524-45-8

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Description

This chiral oxazolidinone derivative features a sterically defined (S)-configured scaffold bearing a 3-fluoro-4-iodophenyl moiety and a pendant acetyl group. The iodine atom enables facile downstream coupling via cross-coupling chemistry, while the oxazolidinone ring provides conformational rigidity and enhanced stability under standard handling conditions. This structure serves as a key intermediate in the synthesis of bioactive molecules requiring precise stereochemical control.

Application

(S)-N-[3-(3-Fluoro-4-iodo-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide serves as a versatile chiral building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The oxazolidinone core enables stereoselective transformations, while the 3-fluoro-4-iodo-phenyl group supports palladium-catalyzed cross-coupling reactions. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient downstream derivatization in medicinal chemistry workflows.

General Information

CAS No. 149524-45-8
Cat. No. CS-M1500
Purity ≥98%
MDL No. MFCD09608095
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₂FIN₂O₃
Molecular Weight 378.14
Synonym(s) None
SMILES FC1=C(I)C=CC(N2C[C@@](CNC(C)=O)([H])OC2=O)=C1

Computational Chemistry Data

TPSA 58.64
LogP 1.8916
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

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-P330-P362-P405-P501

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Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Amide

Building Blocks Skeleton Aliphatic heterocycle compounds Oxazolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-N-[3-(3-Fluoro-4-iodo-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide

CAS No. 149524-45-8

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