ethyl 4-((tert-butyldimethylsilyl)oxy)-3-oxobutanoate
$300.00
CAS No.: 1341195-54-7
Catalog No.: 193806
Purity: 95%
MF: C12H24O4Si
MW: 260.406
Storage: 2-8 degree Celsius
SMILES: [Si](C)(C)(C(C)(C)C)OCC(CC(=O)OCC)=O
Catalog No.: 193806
Purity: 95%
MF: C12H24O4Si
MW: 260.406
Storage: 2-8 degree Celsius
SMILES: [Si](C)(C)(C(C)(C)C)OCC(CC(=O)OCC)=O
ethyl 4-((tert-butyldimethylsilyl)oxy)-3-oxobutanoate; CAS No.: 1341195-54-7;ethyl 4-((tert-butyldimethylsilyl)oxy)-3-oxobutanoate. PROPERTIES: Ethyl 4-((tert-butyldimethylsilyl)oxy)-3-oxobutanoate is a protected keto ester with molecular formula C12H21O4Si. It generally appears as a colorless to pale yellow liquid with low water solubility but good solubility in common organic solvents. The compound has a boiling point above 150 C and requires storage below 10 C in tightly sealed containers to prevent hydrolysis of the silyl ether protecting group. It is sensitive to acidic or basic conditions, which can lead to deprotection. Proper handling involves using inert atmosphere techniques to avoid unintended reactions. APPLICATIONS: In organic synthesis, this compound serves as a versatile intermediate for preparing complex molecules with defined stereochemistry. The silyl-protected hydroxyl group allows for selective reactions at the ketone or ester functionalities before deprotection (The Journal of Organic Chemistry). In pharmaceutical research, the molecule provides a pathway to synthesize -lactam antibiotics or other biologically active compounds where the ϫ-keto ester motif is crucial for activity (Bioorganic & Medicinal Chemistry). Its protected hydroxyl group enables sequential transformations without interference, streamlining multistep syntheses in both academic and industrial settings (Synthesis).
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