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Sigma-Aldrich

Aminoacetaldehyde dimethyl acetal

99%

Sinônimo(s):

2,2-Dimethoxyethylamine

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About This Item

Fórmula linear:
NH2CH2CH(OCH3)2
Número CAS:
22483-09-6
Peso molecular:
105.14
Beilstein:
741868
Número CE:
245-026-5
Número MDL:
MFCD00008135
Código UNSPSC:
12352100
ID de substância PubChem:
24847473
NACRES:
NA.22

Nível de qualidade

200

Ensaio

99%

índice de refração

n20/D 1.417 (lit.)

pb

135-139 °C/95 mmHg (lit.)

densidade

0.965 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

COC(CN)OC

InChI

1S/C4H11NO2/c1-6-4(3-5)7-2/h4H,3,5H2,1-2H3

chave InChI

QKWWDTYDYOFRJL-UHFFFAOYSA-N

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Descrição geral

Aminoacetaldehyde dimethyl acetal reacts with sulfone, followed by hydrolysis and reductive amination by adding desired piperazine derivative to yield piperazine derivatives of 2-furanyl[1,2,4]triazolo[1,5-a][1,3,5]triazine.

Aminoacetaldehyde dimethyl acetal is used as a building block for the synthesis of various acylated and sufonylated oxyenamides.

Aplicação

Aminoacetaldehyde dimethyl acetal was used in a study to develop a fluorescent substrate for aldehyde dehydrogenase. It was used in preparation of chitosan-dendrimer hybrids having various functional groups such as carboxyl, ester and poly(ethylene glycol). It was used in an efficient 3-step synthesis of a bicyclic proline analog from L-ascorbic acid and in 3-component reaction catalyzed by MgClO4 leading to α-aminophosphonates.

Pictogramas

FlameCorrosion
GHS02,GHS05

Palavra indicadora

Danger

Frases de perigo

H226,H314

Classificações de perigo

Flam. Liq. 3 - Skin Corr. 1B

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

111.2 °F - closed cup

Ponto de fulgor (°C)

44 °C - closed cup

Equipamento de proteção individual

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Hitoshi Sashiwa et al.
Biomacromolecules, 4(5), 1244-1249 (2003-09-10)
Chitosan-dendrimer hybrids having various functional groups such as carboxyl, ester, and poly(ethylene glycol) groups were prepared successfully using dendrimer acetal by reductive N-alkylation. The synthetic procedure could be accomplished by one-step reaction without organic solvent. The degree of substitution of
R W Storms et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(16), 9118-9123 (1999-08-04)
Because hematopoietic stem cells are rich in aldehyde dehydrogenase (ALDH) activity, we developed a fluorescent substrate for ALDH, termed BODIPY aminoacetaldehyde (BAAA), and tested its potential for isolating primitive human hematopoietic cells. A population of cells with low orthogonal light
Chi B Vu et al.
Bioorganic & medicinal chemistry letters, 14(19), 4835-4838 (2004-09-03)
Piperazine derivatives of 2-furanyl[1,2,4]triazolo[1,5-a][1,3,5]triazine have recently been shown to be potent and selective adenosine A(2a) receptor antagonists. We now demonstrate that potent and selective A(2a) receptor antagonists could still be obtained when the arylpiperazines are separated from the triazolotriazine core
Stereoselective Synthesis of 2-Oxyenamides
Krieg, Sara-Cathrin and Grimmer
European Journal of Organic Chemistry (2022)
Improved synthesis of imidazole-2-carboxaldehyde, imidazole-2-carboxylic acid, and ethyl imidazole-2-carboxylate
Galeazzi, Eduviges and Guzman
The Journal of Organic Chemistry, 60, 1090-1092 (1995)
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