Synthesis of 5-aryl-4-acyl-3-hydroxy-1-carboxymethyl3-pyrroline-2-ones by hydrolysis of 5-aryl-4-acyl-3-hydroxy1-cyanomethyl-3-pyrroline-2-ones

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

5-Aryl-4-acyl-3-hydroxy-1-carboxymethyl-3-pyrroline-2-ones were obtained by acid hydrolysis of 5-aryl-4-acyl3-hydroxy-1-cyanomethyl-3-pyrrolin-2-ones. Structure of the obtained compounds was confirmed by spectral data (IR, 1Hб and 13С NMR) and authentic synthesis.

About the authors

V. L Gein

Perm State Pharmaceutical Academy

Email: geinvl48@mail.ru

E. A Buldakova

Perm State Pharmaceutical Academy

References

  1. Joksimović N., Janković N., Davidović G., Bugarčić Z. // Bioorg Chem. 2020. Vol. 105. Р. 104343. doi: 10.1016/j.bioorg.2020.104343
  2. Yuan F., Guochao L., Bin Y. // Acta Pharm. Sin. (B). 2020. Vol. 10. N 7. Р. 1253. doi: 10.1016/j.apsb.2020.01.003
  3. López-Francés А., Del Corte Х., Serna-Burgos Z., Martínez de Marigorta T., Palacios F., Vicario J. // Molecules. 2022. Vol. 27. N 11. P. 3234. doi: 10.3390/molecules27113624
  4. Del Corte X, López-Francés A., Villate-Beitia I., Sainz-Ramos M., Martínez de Marigorta E., Palacios F., Alonso C., De Los Santos J.M., Pedraz J.L., Vicario J. // Pharmaceuticals. 2022. Vol. 15. N 5. Р. 511. doi: 10.3390/ph15050511
  5. López-Pérez A., Freischem S., Grimm I., Weiergräber O., Dingley A. J., López-Alberca M. P., Waldmann H., Vollmer W., Kumar K., Vuong C. // Antibiotics. 2021. Vol. 10. Р. 529. doi: 10.3390/antibiotics10050529
  6. Liu T., Dai C., Sang H., Chen F., Huang Y., Liao H., Liu S., Zhu Q., Yang J. // Eur. J. Med. Chem. 2020. Vol. 199. Р. 112334. doi: 10.1016/j.ejmech.2020.112334
  7. Tran Nguyen N., Viet Dai V., Mechler A., Thi Hoa N., V Vo Q. // RSC Adv. 2022. Vol. 12. N 38. Р. 24579. doi: 10.1039/d2ra04640g
  8. Гейн В.Л. Тетрагидропиррол- и тетрагидрофуран-2,3-дионы. Пермь: ПГФА, 2004. С. 130.
  9. Nguyen N.T., Dai V.V., Tri N.N., Van Meervelt L., Trung N.T., Dehaen W. // Beilstein J. Org. Chem. 2022. Vol. 18. N 1. P. 1140. doi: 10.3762/bjoc.18.118
  10. Paul S, Das S, Mitra B., Chandra Pariyar G., Ghosh P. // RSC Adv. 2023. Vol. 13. N 8. Р. 5457. doi: 10.1039/d2ra08054k
  11. Esmailzadeh S., Setamdideh D. // J. Serb. Chem. Soc. 2021. Vol. 86. N 11. P. 1039. doi: 10.2298/JSC21
  12. Dutta A., Rohman M.A., Nongrum R., Thongni A., Mitra S., Nongkhlaw R. // New J. Chem. 2021. Vol. 45. P. 8136. doi: 10.1039/d1nj00343g
  13. Massaro N.P., Pierce J.G. // Org Lett. 2020. Vol. 22. N 13. P. 5079. doi: 10.1021/acs.orglett.0c01650
  14. Shyshkina M.O., Sakhno Y.I., Radchenko O.V., Shishkina S.V., Desenko S.M., Chebanov V.A. // Acta Crystallogr. (E). 2021. Vol. 77. N 12. P. 1208. doi: 10.1107/S2056989021011312
  15. Гейн, В.Л., Булдакова Е.А., Дмитриев М.В. // ЖОрХ. 2019. Т. 55. № 7. С. 1046
  16. Gein V.L., Buldakova E.A., Dmitriev M.V. // Russ. J. Org. Chem. 2018. Vol. 55. N 7 Р. 951. doi: 10.1134/s1070428019070054
  17. Гейн, В.Л., Булдакова Е.А., Дмитриев М.В. Мокрушин И.Г. // ЖОХ. 2020. Т. 90. № 1. С. 50
  18. Gein V.L., Buldakova E.A., Dmitriev M.V. Mokrushin I.G. // Russ. J. Gen. Chem. 2020. Vol. 90 N 1. P. 34. doi: 10.1134/s1070363220010065

Supplementary files

Supplementary Files
Action
1. JATS XML
Download

Copyright (c) 2023 Russian Academy of Sciences