(R)-(3-(3-Fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl methanesulfonate

CAS No. 174649-09-3
Cat. No. CS-0150118
Molecule weight374.38
Purity≥98%
MDL No.MFCD18070719

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(R)-(3-(3-Fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl methanesulfonate|CS-0150118

Structure of 174649-09-3

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General Information

CAS No. 174649-09-3
Cat. No. CS-0150118
Purity ≥98%
MDL No. MFCD18070719
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₉FN₂O₆S
Molecular Weight 374.38
Synonym(s) 2-Oxazolidinone,3-[3-fluoro-4-(4-morpholinyl)phenyl]-5-[[(methylsulfonyl)oxy]methyl]-,(5R)-
SMILES CS(=O)(=O)OC[C@H]1CN(C2=CC(=C(C=C2)N3CCOCC3)F)C(=O)O1

Application

(R)-(3-(3-Fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl methanesulfonate serves as a versatile chiral building block for the synthesis of bioactive heterocycles. The oxazolidinone scaffold enables stereoselective transformations, while the morpholino and fluoro substituents provide enhanced solubility and target affinity. Its methanesulfonate group facilitates efficient displacement reactions, supporting robust coupling protocols in medicinal chemistry workflows. Bench-stable and amenable to purification by chromatography, it functions as a reliable intermediate in API-related syntheses.

Synthesis

Route1
- 124-63-0
- In-stock
  
  168828-82-8
- ~97%
- In-stock
  
  174649-09-3
References
- USV LIMITED Patent: WO2009/63505 A2, 2009 ; Location in patent: Page/Page column 14 ;
Route2
- In-stock
  
  369-34-6
- ~%
- In-stock
  
  174649-09-3
References
- Chemical and Pharmaceutical Bulletin, , vol. 49, # 4 p. 353 - 360
Route3
- 2689-39-6
- ~%
- In-stock
  
  174649-09-3
References
- Chemical and Pharmaceutical Bulletin, , vol. 49, # 4 p. 353 - 360

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

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Computational Chemistry Data

TPSA 85.38
LogP 0.9637
H_Acceptors 7
H_Donors 0
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Sulfonate

Building Blocks Skeleton Aliphatic heterocycle compounds Oxazolidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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(R)-(3-(3-Fluoro-4-morpholinophenyl)-2-oxooxazolidin-5-yl)methyl methanesulfonate

CAS No. 174649-09-3

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