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Sigma-Aldrich

Aminoacetaldehyddimethylacetal

99%

Synonym(e):

2,2-Dimethoxy-ethylamin

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About This Item

Lineare Formel:
NH2CH2CH(OCH3)2
CAS-Nummer:
22483-09-6
Molekulargewicht:
105.14
Beilstein:
741868
EG-Nummer:
245-026-5
MDL-Nummer:
MFCD00008135
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24847473
NACRES:
NA.22

Qualitätsniveau

200

Assay

99%

Brechungsindex

n20/D 1.417 (lit.)

bp

135-139 °C/95 mmHg (lit.)

Dichte

0.965 g/mL at 25 °C (lit.)

SMILES String

COC(CN)OC

InChI

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

InChIKey

QKWWDTYDYOFRJL-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Piktogramme

FlameCorrosion
GHS02,GHS05

Signalwort

Danger

H-Sätze

H226,H314

Gefahreneinstufungen

Flam. Liq. 3 - Skin Corr. 1B

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 2

Flammpunkt (°F)

111.2 °F - closed cup

Flammpunkt (°C)

44 °C - closed cup

Persönliche Schutzausrüstung

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

Analysenzertifikate (COA)

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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
Synthesis, 3122-3122 (2006)
Maria C Llinàs et al.
Drug delivery, 25(1), 1137-1146 (2018-05-22)
A dual doxorubicin/camptothecin (DOX/CPT) pH-triggered drug delivery mesoporous silica nanoparticle (MSN)-based nano-vehicle has been prepared. In this drug-delivery system (DDS), CPT is loaded inside the pores of the MSNs, while DOX is covalently attached to the surface of an aldehyde-functionalized
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