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137766

Sigma-Aldrich

Diethyl oxalpropionate

≥95%

Sinónimos:

Diethyl 2-methyl-3-oxosuccinate, Methyloxo-butanedioic acid diethyl ester, NSC 33946

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About This Item

Fórmula lineal:
C2H5OCOCH(CH3)COCOOC2H5
Número de CAS:
759-65-9
Peso molecular:
202.20
Beilstein/REAXYS Number:
1783697
EC Number:
212-071-7
MDL number:
MFCD00009163
UNSPSC Code:
12352100
PubChem Substance ID:
24848348
NACRES:
NA.22

Quality Level

100

assay

≥95%

form

liquid

refractive index

n20/D 1.432 (lit.)

bp

138 °C/23 mmHg (lit.)

density

1.073 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)C(C)C(=O)C(=O)OCC

InChI

1S/C9H14O5/c1-4-13-8(11)6(3)7(10)9(12)14-5-2/h6H,4-5H2,1-3H3

InChI key

OQOCQBJWOCRPQY-UHFFFAOYSA-N

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Application

Diethyl oxalpropionate was used in the synthesis of 2-hydroxy-3-methylsuccinic acid. It was used as starting reagent in the synthesis of racemic 4-alkyloxycarbonyl-3,3-dimethyl-2-oxetanones and 4-quinolinone 2-carboxylic acid.
Reactant involved in:
  • Synthesis of anticancer and antiviral agents
  • Oxidation by organohypervalent iodine reagent
  • Synthesis of monomers for preparation of functional polyesters
  • Synthesis of calpain inhibitors
  • Preparation of human A2A receptor antagonists
  • Structural studies of dihydropteroate synthase inhibitors

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

206.6 °F - closed cup

flash_point_c

97 °C - closed cup

ppe

Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Dong Hyuk Nam et al.
Bioorganic & medicinal chemistry letters, 18(1), 205-209 (2007-11-21)
Calpains are involved in a variety of calcium-regulated cellular processes, such as signal transduction, cell proliferation, differentiation, and apoptosis. Excessive calpain activation contributes to serious cellular damage and has been reported in many pathological conditions. 4-Quinolinone 2-carboxamide derivatives were prepared
Synthesis of New Homopolyester and Copolyesters by Anionic Ring-opening Polymerization of a, a', ?-Trisubstituted ?-Lactones.
Barbaud C, et al.
Macromolecular Chemistry and Physics, 205(2), 199-207 (2004)
Leanne A Pearson et al.
The Journal of biological chemistry, 282(7), 4681-4692 (2006-12-05)
The cyanobacterium Microcystis aeruginosa is widely known for its production of the potent hepatotoxin microcystin. This cyclic heptapeptide is synthesized non-ribosomally by the thio-template function of a large modular enzyme complex encoded within the 55-kb microcystin synthetase gene (mcy) cluster.

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