3307-35-5Relevant academic research and scientific papers
Novel convenient method for the synthesis of N,N- bis(trimethylsilyloxy)enamines
Dilman,Tishkov,Lyapkalo,Ioffe,Strelenko,Tartakovsky
, p. 181 - 185 (2007/10/03)
Both primary and secondary aliphatic nitro compounds 1 were found to react with two equivalents of bromotrimethylsilane in the presence of triethylamine followed by aqueous workup to give appropriate N,N- bis(trimethylsilyloxy)enamines 3 in good isolated yields. Products 3, starting from some secondary and/or sterically hindered compounds 1, are synthesized from the corresponding silyl nitronates 2.
Synthesis and β-adrenergic activity of new completely aliphatic 3-(methyleneaminoxy)propanolamine derivatives
Balsamo,Gentili,Lapucci,Macchia,Martinelli,Orlandini,Ferni,Pinza
, p. 759 - 766 (2007/10/02)
In a previous paper, it had been found that completely aliphatic 3-(methyleneaminoxy)propanolamine derivatives showed a good β-blocking adrenergic activity directed prevalently towards β2-tracheal receptors. In an attempt to change the β-adrenergic properties of these compounds from antagonist to agonist, while still retaining the β2-selectivity, a series of new completely aliphatic 3-(methyleneaminoxy)propanolamine derivatives were designed in which either a hydroxylic or a methoxylic group was present on the aliphatic portion linked to the oximic carbon. The synthesis of the new compounds and their β-adrenergic activity, evaluated by means of functional tests on isolated preparations, are described and discussed; the results obtained are then rationalised on the basis of their conformational and reactivity characteristics, determined by means of theoretical methods.
Kinetics and Mechanism of the Alkaline Release of Phenyl(mercapto)tetrazoles from α-Oximes
Boggs, Roger A.,Hasan, Fariza B.,Mahoney, J. Barry,Mehta, Avi C.,Palumbo, Catherine M. K.,et al.
, p. 1271 - 1277 (2007/10/02)
Compounds such as α-phenyl(mercapto)tetrazole (PMT) oxime (9) undergo rapid elimination of the PMT anion in base via a nitrosoene intermediate.Solution kinetics and HPLC analysis of reaction products are consistent with the mechanism shown in Scheme 2.For open chain oximes such as 4, substitution α to the oxime increases the rate of release of PMT and is attributed to the relief of strain when a crowded reactant is converted to a less-crowded product.For cyclic oximes, the six-membered ring compounds are more reactive than the corresponding five-membered compounds.A linear isokinetic relationship between the entropy and enthalpy of activation was found with β = 346 +/- 51 K.Entropies of activation were found to range from -7 to +24 c.u. (1 c.u. = 4.184 J mol-1 K-1) and support the proposed mechanism.
