CAS 1068-90-2|Diethyl (acetylamino)malonate|1,3-diethyl 2-acetamidopropanedioate|1,3-diethyl 2-acetamidopropanedioate|Acetamidomalonic acid diethyl ester|Diethyl acetamidomalonate|乙酰氨基丙二酸二乙...

General Information

Structure

Molecular Formula

C₉H₁₅NO₅

Molecular Mass

217.2191

Exact Mass

217.09502259

Charge

InChI

InChI=1S/C9H15NO5/c1-4-14-8(12)7(10-6(3)11)9(13)15-5-2/h7H,4-5H2,1-3H3,(H,10,11)

InChIKey

ISOLMABRZPQKOV-UHFFFAOYSA-N

Canonic Smiles

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

Isomeric Smiles

C(C(=O)OCC)(C(=O)OCC)NC(=O)C

Calculated Properties

JChem

Acid pKa

10.526375

H Acceptors

H Donor

LogD (pH = 5.5)

0.13775574

LogD (pH = 7.4)

0.13743992

Log P

-0.3289069

Molar Refractivity

50.4627

Polarizability

20.204498

Polar Surface Area

81.7

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

Diethyl (acetylamino)malonateAcetamidomalonic acid diethyl ester乙酰氨基丙二酸二乙酯Diethyl acetamidomalonatediethyl 2-acetamidomalonate乙酰胺基丙二酸二乙酯Acetamidomalonic acid diethylesterDIETHYL ACETAMINOMALONATE

IUPAC name

1,3-diethyl 2-acetamidopropanedioate

IUPAC Traditional name

1,3-diethyl 2-acetamidopropanedioate

Names and Identifiers

Registration numbers

PubChem SID

MDL Number

PubChem CID

CAS Number

Beilstein Number

EC Number

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

05202940

MP Biomedicals Rare Chemical collection

Sigma Aldrich

D84601

Packaging
25, 100, 500 g in poly bottle

Molecule Details

References

PubChem Literature

From Data Sources

• For use in a novel pyrrole synthesis, see 1,4-Dichloro-2-butyne, A13300.

• Compare also Diethyl formamidomalonate, L01189.

• Substituents can also be introduced by Michael addition to a wide variety of acceptors: Synth. Commun., 18, 367 (1988).

• Intermediate for synthesis of racemic amino acids, by reaction with an electrophile, e.g alkyl halide, followed by hydrolysis and decarboxylation. The reactivity can be reversed by conversion to the dehydro-derivative, which then undergoes nucleophilic attack with alkyllithiums, Grignards, malonate anion, etc.: Angew. Chem. Int. Ed., 21, 203 (1982):