Lot numbers can be found on the outside label of a product:
3-Bromo-2-oxo-butyric acid ethyl ester
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CAS No. 57332-84-0
- Cat. No. CS-W006537
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 57332-84-0
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General Information
- CAS No. 57332-84-0
- Cat. No. CS-W006537
- Purity ≥95%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₉BrO₃
- Molecular Weight 209.04
- Synonym(s) Ethyl 3-bromo-2-oxobutanoate
- SMILES CC(Br)C(C(OCC)=O)=O
Description
3-Bromo-2-oxo-butyric acid ethyl ester features a reactive β-keto ester scaffold paired with a bromine substituent at the α-position, enabling direct functionalization in synthetic sequences. This bench-stable reagent facilitates efficient C–C bond formation and serves as a key intermediate in the construction of complex heterocycles and bioactive molecules under mild conditions.
Application
3-Bromo-2-oxo-butyric acid ethyl ester serves as a versatile building block in synthetic organic chemistry, enabling efficient access to β-keto ester derivatives and functionalized heterocycles. Its bromine atom facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions, while the adjacent ketone and ester groups support enolization and aldol-type transformations. The compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
15933-07-0 - ~98%
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In-stock
57332-84-0
References
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Macielag, Mark J.; Xia, Mingde; McNally, James J.; Matthews, Jay M. Patent: US2012/149699 A1, 2012 ; Location in patent: Page/Page column 14-15 ;
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Route2
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In-stock
52089-54-0 - ~68%
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In-stock
57332-84-0
References
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Plouvier, Bertrand; Bailly, Christian; Houssin, Raymond; Henichart, Jean-Pierre Heterocycles, 1991 , vol. 32, # 4 p. 693 - 701
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Route3
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600-18-0 -
141-78-6 - ~%
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In-stock
57332-84-0
References
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Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 17 p. 5124 - 5127
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 0.902
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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