61192-64-1Relevant academic research and scientific papers
A simple two-step synthesis of 2-(alkylamino)-1-arylethanols, including racemic adrenaline, from aromatic aldehydes via 5-aryloxazolidines
Moshkin, Vladimir S.,Sosnovskikh, Vyacheslav Ya.
, p. 5869 - 5872 (2013/10/21)
Benzaldehydes react smoothly with nonstabilized azomethine ylides, generated in situ from sarcosine/formaldehyde or N-(methoxymethyl)-N- (trimethylsilylmethyl)benzylamine, to give 5-aryloxazolidines as intermediates. These were converted into 2-(alkylamino)-1-arylethanols in good yields by simple heating in methanol with hydrochloric acid, or by treatment with hydrazine hydrate in ethanol.
ARYL-ETHANOLAMINE DERIVATIVES AS ANTIVIRAL AGENTS
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Page 48-49, (2010/02/06)
The present invention provides a compound of formula as describedherein, which are useful as antiviral agents, in particular, as agents against viruses of the herpes family.
Relative Conjugative Abilities of Three-Membered Ring Heterocycles with Benzene Based on 13C and 15N NMR
Crist, DeLanson R.,Jordan, Guy J.,Moore, Donald W.,Hashmall, Joseph A.,Borsetti, Arnold P.,Turujman, Saleh A.
, p. 4136 - 4142 (2007/10/02)
The conjugative ability of various three-membered rings with benzene was investigated by observing the sensitivity of β-carbon 13C chemical shifts to para substituents.These Hammett ρ values were 2.0, 1.5, 1.0, and 0.9 ppm for arylcyclopropanes, N-methyl-2-arylaziridines, phenyloxiranes, and N,N-dimethyl-2-arylaziridinium fluorosulfonates, respectively.These values were intermediate to ones for para-substituted styrenes (6.5 ppm) and ethylbenzenes (-0.9 ppm), model compounds which were taken to represent extremes of conjugative ability.Similar results were found for 15N chemical shifts of trans-3-aryl-oxaziridines, which had a slope of 2.1 ppm, intermediate to those for benzylimines (20.2 ppm) and benzylamines (-1.3 ppm).The order of conjugative ability, which decreases with increasing electronegativity of the hetero group, could not be explained by hybridization changes based on comparing open chain analoques with the above compounds or by conformational factors.The trend can, however, be interpreted qualitatively by perturbation theory which shows that more electronegative hetero groups decrease the extent of interaction between aryl-? and cyclopropane orbitals as well as cross ring conjugation.
