Synthesis of novel tetrahydropyrimidines via the reaction of sodium [1-(3,3-diethoxypropyl)ureido]methansulfonates with C-nucleophiles

封面

如何引用文章

全文:

开放存取 开放存取
受限制的访问 ##reader.subscriptionAccessGranted##
受限制的访问 订阅或者付费存取

详细

A series of new substituted tetrahydropyrimidines was obtained by the reaction of sodium [1-(3,3-diethoxypropyl)ureido]methansulfonates with various C -nucleophiles (4-chlororesorcinol, sesamol, 2,4-dihydroxybenzoic acid, 4-hydroxy-6-methyl-2 H -pyran-2-one) in chloroform in the presence of trifluoroacetic acid.

作者简介

A. Smolobochkin

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

Email: smolobochkin@iopc.ru

L. Yakhshilikova

Kazan National Research Technological University

T. Rizbayeva

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

A. Gazizov

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

A. Burilov

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

M. Pudovik

Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences”

参考

  1. Смолобочкин А.В., Газизов А.С., Бурилов А.Р., Пудовик М.А., Синяшин О.Г. // Усп. хим. 2021. Т. 90. С. 395
  2. Smolobochkin A.V., Gazizov A.S., Burilov A.R., Pudovik M.A., Sinyashin O.G. // Russ. Chem. Rev. 2021. Vol. 90. P. 395. doi: 10.1070/RCR4988
  3. De Lucca G.V., Liang J., De Lucca I. // J. Med. Chem. 1999. Vol. 42. P. 135. doi: 10.1021/jm9803626
  4. Katritzky A.R., Oliferenko A., Lomaka A., Karelson M. // Bioorg. Med. Chem. Lett. 2002. Vol. 12. P. 3453. doi: 10.1016/S0960-894X(02)00741-2
  5. Adams J.L., Meek T.D., Mong S.M., Johnson R.K., Metcalf B.W. // J. Med. Chem. 1988. Vol. 31. P. 1355. doi: 10.1021/jm00402a018
  6. Zhu L., Cheng P., Lei N., Yao J., Sheng C., Zhuang C., Guo W., Liu W., Zhang Y., Dong G., Wang S., Miao Z., Zhang W. // Arch. Pharm. 2011. Vol. 344. P. 726. doi: 10.1002/ardp.201000402
  7. Das Gupta S., Murumkar P.R., Giridhar R., Yadav M.R. // Bioorg. Med. Chem. 2009. Vol. 17. P. 3604. doi: 10.1016/j.bmc.2009.04.003
  8. Yoshimitsu T., Arano Y., Nagaoka H. // J. Am. Chem. Soc. 2005. Vol. 127. P. 11610. doi: 10.1021/ja053855q
  9. Hori M., Sakakura A., Ishihara K. // J. Am. Chem. Soc. 2014. Vol. 136. P. 13198. doi: 10.1021/ja508441t
  10. Guyonnet M., Baudoin O. // Org. Lett. 2012. Vol. 14. P. 398. doi: 10.1021/ol2031763
  11. Смолобочкин А.В., Газизов А.С., Бурилов А.Р., Пудовик М.А., Синяшин О.Г. // Усп. хим. 2019. Т. 88. С. 1104
  12. Smolobochkin A.V., Gazizov A.S., Burilov A.R., Pudovik M.A., Sinyashin O.G. // Russ. Chem. Rev. 2019. Vol. 88. P. 1104. doi: 10.1070/RCR4891
  13. Primo A., Aguado E., Garcia H. // ChemCatChem. 2013. Vol. 5. P. 1020. doi: 10.1002/cctc.201200329
  14. Humphries P.S., Bersot R., Kincaid J., Mabery E., McCluskie K., Park T., Renner T., Riegler E., Steinfeld T., Turtle E.D., Wei Z.-L., Willis E. // Bioorg. Med. Chem. Lett. 2018. Vol. 28. P. 293. doi: 10.1016/j.bmcl.2017.12.051
  15. Taily I.M., Saha D., Banerjee P. // Eur. J. Org. Chem. 2019. P. 7804. doi: 10.1002/ejoc.201901400
  16. He Z., Zhou Q., Wu L., Chen Y. // Adv. Synth. Catal. 2010. Vol. 352. P. 1904. doi: 10.1002/adsc.201000291
  17. Wu T., Cheng J., Chen P., Liu G. // Chem. Commun. 2013. Vol. 49. P. 8707. doi: 10.1039/c3cc44711a
  18. Smolobochkin A. V., Gazizov A.S., Voronina J.K., Strelnik A.G., Rizbayeva T.S., Burilov A.R., Pudovik M.A. // ChemistrySelect. 2019. Vol. 4. P. 11038. doi: 10.1002/slct.201902754
  19. Taylor H.M., Hauser C.R. // Org. Synth. 1963. Vol. 43. P. 25. doi: 10.15227/orgsyn.043.0025
  20. Molodtsov V., Fleming P.R., Eyermann C.J., Ferguson A.D., Foulk M.A., McKinney D.C., Masse C.E., Buurman E.T., Murakami K.S. // J. Med. Chem. 2015. Vol. 58. P. 3156. doi: 10.1021/acs.jmedchem.5b00050
  21. Cook L., Ternai B., Ghosh P. // J. Med. Chem. 1987. Vol. 30. P. 1017. doi: 10.1021/jm00389a010
  22. Fang Z., Liao P.-C., Yang Y.-L., Yang F.-L., Chen Y.-L., Lam Y., Hua K.-F., Wu S.-H. // J. Med. Chem. 2010. Vol. 53. P. 7967. doi: 10.1021/jm100619x

补充文件

附件文件
动作
1. JATS XML
下载

版权所有 © Russian Academy of Sciences, 2023