232564
Ethyl 2,4-dioxovalerate
97%
Synonym(s):
Ethyl acetonoxalate
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About This Item
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Quality Level
Assay
97%
refractive index
n20/D 1.474 (lit.)
bp
101-103 °C/12 mmHg (lit.)
mp
16-18 °C (lit.)
density
1.126 g/mL at 25 °C (lit.)
functional group
ester
ketone
storage temp.
2-8°C
SMILES string
CCOC(=O)C(=O)CC(C)=O
InChI
1S/C7H10O4/c1-3-11-7(10)6(9)4-5(2)8/h3-4H2,1-2H3
InChI key
OYQVQWIASIXXRT-UHFFFAOYSA-N
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General description
Assymmmetric hydrogenation of ethyl 2,4-dioxovalerate in the presence of chiral rhodium or ruthenium catalysts yields 2-hydroxy-4-methyltetrahydrofuran-2-one. Ethyl 2,4-dioxovalerate is a potential anti-fungal agent.
Application
Ethyl 2,4-dioxovalerate was used in the preparation of:
- 1H-pyrazolo-[3,4-d]-pyridazin-7(6H)-one core analog
- pyrazole
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Acylpyruvates as potential antifungal agents.
Journal of medicinal chemistry, 15(4), 429-431 (1972-04-01)
New one pot synthesis of a chiral a-hydroxy-?-butyrolactone via sequential asymmetric hydrogenation of an a, ?-diketoester.
Tetrahedron Asymmetry, 9(16), 2765-2768 (1998)
Bioorganic & medicinal chemistry letters, 16(18), 4767-4771 (2006-07-18)
The discovery, synthesis and structure-activity relationship (SAR) of a novel series of EP1 receptor antagonists is described. Pyrazole acid 4, identified from a chemical array, had desirable physicochemical properties, an excellent in vitro microsomal inhibition and cytochrome P450 (CYP450) profile
Bioorganic & medicinal chemistry letters, 16(14), 3755-3760 (2006-05-10)
Previously, potent factor Xa inhibitors were described based on a pyrazole core. Modifications of the pyrazole core have provided additional novel, highly potent factor Xa inhibitors. This manuscript will describe the synthesis and biological activity of factor Xa inhibitors containing
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