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2-Fluoro-3-oxopentanoic acid methyl ester
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CAS No. 180287-02-9
- Cat. No. CS-M3568
- Purity≥96%
- MDL No.MFCD00792442
*For research and further manufacturing use only, not for direct human use.
Structure of 180287-02-9
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General Information
- CAS No. 180287-02-9
- Cat. No. CS-M3568
- Purity ≥96%
- MDL No. MFCD00792442
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₉FO₃
- Molecular Weight 148.13
- Synonym(s) 2-Fluoro-3-oxovaleric acid methyl ester; Methyl 2-fluoro-3-oxopentanoate; Methyl 2-fluoro-3-oxovalerate
- SMILES CCC(C(F)C(OC)=O)=O
Description
This methyl ester derivative features a fluorinated alkyl chain adjacent to a ketone and ester functional group, enabling precise manipulation in synthetic transformations. The electron-withdrawing fluorine enhances reactivity at the α-carbon, facilitating enolization and nucleophilic addition reactions under mild conditions. This bench-stable compound serves as a key building block for complex heterocycles and bioactive molecule synthesis.
Application
2-Fluoro-3-oxopentanoic acid methyl ester serves as a versatile building block in synthetic organic chemistry, enabling efficient access to fluorinated carbonyl intermediates. Its α-fluoro ketone functionality facilitates stereoselective transformations and acts as a key precursor in the construction of bioactive heterocycles and fluorinated pharmaceutical scaffolds. The methyl ester group enhances bench stability and simplifies purification, while the conjugated enone system supports diverse Michael additions and cyclization reactions under standard conditions.
Synthesis
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Route1
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In-stock
30414-53-0 - ~%
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180287-02-9
References
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EP1174415 A1, ; Page 4, 5 ;
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Route2
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30414-53-0
- ~73%
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196202-01-4 -
196202-02-5 -
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180287-02-9
References
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Journal of Fluorine Chemistry, , vol. 120, # 2 p. 173 - 183
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Route3
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30414-53-0
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227183-98-4 -
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180287-02-9
References
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EP1174415 A1, ; Page 5 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07
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Signal Word : Danger
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UN#: 1760
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H302-H315-H318-H335
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Precautionary Statements : P261-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 0.4766
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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