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1068-90-2 - Diethyl acetamidomalonate, 98+% - Acetamidomalonic acid diethyl ester - A14048 - Alfa Aesar

A14048 Diethyl acetamidomalonate, 98+%

Número CAS
1068-90-2
Nombre Alternativo
Acetamidomalonic acid diethyl ester

Tamaño Precio ($) Cantidad Disponibilidad
25g 14,94
100g 32,14
500g 117,00
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Diethyl acetamidomalonate, 98+%

MDL
MFCD00009146
EINECS
213-952-9

Propiedades químicas

Fórmula
CH3CONHCH(CO2CH2CH3)2
Peso molecular
217.22
Punto de fusión
96-99°
Punto de ebullición
185°/20mm
Solubilidad
Soluble in chloroform and methanol. Slightly soluble in water.

Aplicaciones

Diethyl 2-Acetamidomalonate, is a versatile building block used for the synthesis of various pharmaceutical and biologically active compounds. It is an intermediate for the preparation of Novobiocin analogues as potential heat shock protein 90 inhibitors. It is also used as a important intermediates in syntheses of vitamins B1 and B6, barbiturates, non-steroidal anti-inflammatory agents, other numerous pharmaceuticals.

Notas

Store in cool, dry place in tightly closed containers. Store away from oxidizing agent.

Referencias documentales

Sambasivarao Kotha; Kuldeep Singh. N-Alkylation of diethyl acetamidomalonate: synthesis of constrained amino acid derivatives by ring-closing metathesis. Tetrahedron Letters. 2004, 45(52), 9607-9610.

Paul Angell; Peter G. Blazecka; Mark Lovdahl; and Ji Zhang. Indium(III)-Catalyzed Addition of Diethyl Acetamidomalonate to Terminal Alkynes:? An Efficient Approach to β-Branched α-Amino Acids. J. Org. Chem. 2007, 72(17), 6606-6609.

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):

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

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

Compare also Diethyl­ formamidomalonate, L01189.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H303

May be harmful if swallowed.

Indicaciones de precaución: P312

Call a POISON CENTER or doctor/physician if you feel unwell.

Otras referencias

Beilstein
783883
Código de tarifa arancelaria unificado
2924.19
TSCA
Yes
RTECS
OO0360000

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