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Synthesis and Chemical Transformations of N-Adamantylated Amides

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Abstract

N-Adamantylated amides have been synthesized from 1-adamantyl nitrate. The reactions were carried out in the sulfuric acid media. The proposed method is usefulness for the preparation of antiviral drug tromantadine. A number of new cage aminoamides have been synthesized by reactions of N-(1-adamantyl)-2-chloroacetamide with nitrogen-containing nucleophiles. with potential biological activity.

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ACKNOWLEDGMENTS

The work was performed using equipment of the “Study of the Physicochemical Properties of Substances and Materials” Center for Collective Use, Samara State Technical University.

Funding

The study was financially supported by the Russian Science Foundation (project no. 21-73-20103). The study of the spectral characteristics was carried out with the financial support of the Ministry of Education and Science of the Russian Federation within the framework of the design part of the state assignment no. 0778-2020-0005.

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Correspondence to E. A. Ivleva.

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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 5, pp. 484–494 https://doi.org/10.31857/S0514749222050056.

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Klimochkin, Y.N., Ivleva, E.A. Synthesis and Chemical Transformations of N-Adamantylated Amides. Russ J Org Chem 58, 669–678 (2022). https://doi.org/10.1134/S1070428022050050

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