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Synthesis of 2-Sulfanylethyl, 2-Hydroxyethyl, and 3-Hydroxypropyl Derivatives of Maleopimarimide

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Abstract

The condensation of maleopimaric acid with 2-aminoethane-1-thiol, 2-aminoethan-1-ol, and 3-amino­propan-1-ol afforded in high yields new maleopimarimides containing a thiol or alcohol functionality. The structure of the synthesized compounds was confirmed by NMR and mass spectra.

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REFERENCES

  1. Tolstikov, G.A., Tolstikova, T.G., Shul’ts, E.E., Tolsti­kov, S.E., and Khvostov, M.V., Smolyanye kisloty khvoinykh Rossii. Khimiya, farmakologiya (Resin Acids from Coniferous Plants in Russia. Chemistry and Pharmacology), Novosibirsk: Geo, 2011, p. 330.

  2. Vafina, G.F., Khanova, M.D., Meshcheryakova, S.A., and Bulgakov, A.K., Chem. Nat. Compd., 2019, vol. 55, p. 868. https://doi.org/10.1007/s10600-019-02835-z

    Article  CAS  Google Scholar 

  3. Comprehensive Organic Chemistry, Barton, D. and Ollis, W.D., Eds., Oxford: Pergamon, 1979, vol. 3. Translated under the title Obshchaya organicheskaya khimiya, Moscow: Khimiya, 1985, vol. 6, p. 253.

  4. Vafina, G.F., Uzbekov, A.R., Gabdrakhmanova, S.F., Makara, N.S., Zarudii, F.S., and Galin, F.Z., Chem. Nat. Compd., 2016, vol. 52, p. 82. https://doi.org/10.1007/s10600-016-1552-4.218.15

    Article  CAS  Google Scholar 

  5. Xu, X., Song, Zh.-Q., Shang, Sh.-B., Wang, H.-X., and Rao, X.-P., Acta Crystallogr., Sect. E, 2009, vol. 65, p. o2443. https://doi.org/10.1107/S1600536809032954

  6. Malikova, R.N., Sakhautdinov, I.M., Terent’eva, E.O., Khashimova, Z.S., Yunusov, M.S., and Azimova, Sh.S., Chem. Nat. Compd., 2020, vol. 56, p. 101. https://doi.org/10.1007/s10600-020-02953-z

    Article  CAS  Google Scholar 

  7. Penczek, P., Rocz. Chem., 1970, vol. 44, p. 1815.

    CAS  Google Scholar 

  8. Rogoza, L.N., Salakhutdinov, N.F., Tolstikov, S.E., and Tolstikov, G.A., Preparativnaya khimiya terpenoidov. Chast’ 2(3). Smolyanye kisloty: abietinovaya, dehydroabietinovaya, lambertianovaya, pimarovaya, izopimarovaya, levopimarovaya [Preparative Chemistry of Terpenoids. Part 2(3). Resin Acids: Abietic, Dehydroabietic, Lambertianic, Pimaric, Isopimaric, and Levopimaric Acids], Novosibirsk: Akademizdat, 2013.

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ACKNOWLEDGMENTS

The NMR, IR, and mass spectra were recorded using the facilities of the Chemistry joint center (Ufa Institute of Chemistry, Russian Academy of Sciences) and Agidel regional joint center (Ufa Federal Research Center, Russian Academy of Sciences).

Funding

This study was performed in the framework of state assignment no. 122031400260-7 (Synthesis of Biologically Active Compounds Based on Natural Products. Design of Environmentally Benign Materials and Technologies).

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Correspondence to G. F. Vafina.

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The author declares the absence of conflict of interest.

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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 10, pp. 1114–1117 https://doi.org/10.31857/S051474922210010X.

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Vafina, G.F. Synthesis of 2-Sulfanylethyl, 2-Hydroxyethyl, and 3-Hydroxypropyl Derivatives of Maleopimarimide. Russ J Org Chem 58, 1547–1549 (2022). https://doi.org/10.1134/S1070428022100244

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  • DOI: https://doi.org/10.1134/S1070428022100244

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