Reaction of adamantan-2-amine and (adamantan-1-yl)methylamine with methyl 2-(4-allyl-2-methoxyphenoxy)acetate

A reaction of methyl 2-(4-allyl-2-methoxyphenoxy)acetate with adamantan-2-amine and (adamantan-1-yl)methylamine in butanol leads, together with the target amides, to the formation of butyl ester of the corresponding acid, which is resistant to aminolysis.     

Potential synthetic adaptogens 1. Synthesis and studies of new N-[(adamantan-1-yl)methyl]aniline derivatives based on adamantane-1-carbaldehyde

Russian Chemical Bulletin - A number of new N-[(adamantan-1-yl)methyl]aniline derivatives, which can be considered as conformationally labile analogues of synthetic adaptogen Bromantan, were...     

Potential Synthetic Adaptogens: V. Synthesis of Cage Monoamines by the Schwenk–Papa Reaction

The reduction of cage ketoximes under Schwenk–Papa reaction conditions was studied to establish that the d,l, d- and l-camphor oximes are smoothly reduced to the corresponding amines in high yields. At the same time, d,l-norcamphor and adamantan-2-one oximes undergo partial catalytic deoximation to form a mixture of the corresponding amines and alcohols.

     

Synthesis and study of basic hydrolysis of novel derivatives of <Emphasis Type="Italic">N</Emphasis>-[(adamantan-1-yl)methyl]aniline

Using the Leuckart–Wallach reaction, novel conformationally flexible structural analogs of Bromantane drug have been synthesized from 3-haloadamantane-1-carbaldehydes. Basic hydrolysis of the prepared compounds has been studied as a model of one of the pathways of their transformations in vivo.     

Synthesis and Reactivity of Aldehydes of the Adamantane Series

1-Adamantanecarbonitriles are very active in the Stephen reaction, which allows synthesis of the corresponding aldehydes in high yields. Electron-acceptor substituents in the 3 position of the adamantine nucleus exert almost no effect on the yield of aldehydes. Separation of the nitrile group and the adamantane nucleus by one methylene group results in a complete loss of reactivity. A quantitative study of the reactivity of the synthesized aldehydes in the oximation reaction was performed.     

Potential synthetic adaptogens: IV. Synthesis and study of basicity of new <Emphasis Type="Italic">N</Emphasis>-[(adamantan-1-yl)methyl]aniline derivatives

Aiming at purposeful designing new conformationally labile bromantane analogs we performed experimental and theoretical evaluation of the basicity of new and formerly prepared compounds of this series. The connection was established between the chemical structure and the basicity of compounds obtained and preferred structures were determined for subsequent biological investigations.     

Synthesis of New Camphane-Type Amides: Potential Synthetic Adaptogenes

Russian Journal of General Chemistry - A significant effect of the steric factor on the activity of 3,5-dimethyl-1H-pyrazolide as an acylating agent has been found using the example of acylation of...