121967
Aminoacetaldehyde dimethyl acetal
99%
Synonym(s):
2,2-Dimethoxyethylamine
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25 ML
$66.50
100 ML
$176.00
500 ML
$683.00
About This Item
Linear Formula:
NH2CH2CH(OCH3)2
CAS Number:
Molecular Weight:
105.14
Beilstein/REAXYS Number:
741868
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
99%
refractive index
n20/D 1.417 (lit.)
bp
135-139 °C/95 mmHg (lit.)
density
0.965 g/mL at 25 °C (lit.)
functional group
acetal
amine
ether
SMILES string
COC(CN)OC
InChI
1S/C4H11NO2/c1-6-4(3-5)7-2/h4H,3,5H2,1-2H3
InChI key
QKWWDTYDYOFRJL-UHFFFAOYSA-N
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General description
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[1].
Aminoacetaldehyde dimethyl acetal is used as a building block for the synthesis of various acylated and sufonylated oxyenamides.[2] [3]
Aminoacetaldehyde dimethyl acetal is used as a building block for the synthesis of various acylated and sufonylated oxyenamides.[2] [3]
Application
Aminoacetaldehyde dimethyl acetal was used in a study to develop a fluorescent substrate for aldehyde dehydrogenase[4]. It was used in preparation of chitosan-dendrimer hybrids having various functional groups such as carboxyl, ester and poly(ethylene glycol)[5]. It was used in an efficient 3-step synthesis of a bicyclic proline analog from L-ascorbic acid[6] and in 3-component reaction catalyzed by MgClO4 leading to α-aminophosphonates[7].
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Danger
hcodes
Hazard Classifications
Flam. Liq. 3 - Skin Corr. 1B
Storage Class
3 - Flammable liquids
wgk_germany
WGK 2
flash_point_f
111.2 °F - closed cup
flash_point_c
44 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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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
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)
Stereoselective Synthesis of 2-Oxyenamides
Krieg, Sara-Cathrin and Grimmer
European Journal of Organic Chemistry (2022)
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
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