Synthesis of ethyl 2-methyl-4-(diethoxyphosphoryl)4,7-dihydro-5H-thiopyrano[3,4-b]furan-5-carboxylate and its functionalization at the position 3

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Abstract

Ethyl 2-methyl-4-(diethoxyphosphoryl)-4,7-dihydro-5 Н -thiopyrano[3,4- b ]furan-5-carboxylate was synthesized. It was shown that at elevated temperatures it is acetylated in presence of tin tetrachloride and chloromethylated with paraformaldehyde-hydrogen chloride system in the presence of zinc dichloride at the positon 3 of heterocyclic system. Reaction of chloromethyl derivative with N -, S - and О -nucleophiles were studied.

About the authors

L. M Pevzner

St. Petersburg State Institute of Technology (Technical University)

Email: pevzner_lm@list.ru

A. A Ostrovskaya

St. Petersburg State Institute of Technology (Technical University)

M. L Petrov

St. Petersburg State Institute of Technology (Technical University)

A. V Stepakov

St. Petersburg State Institute of Technology (Technical University);St. Petersburg State University

References

  1. Певзнер Л.М., Островская А.А., Петров М.Л., Степаков А.В. // ЖОХ. 2022. Т. 92. Вып. 10. С. 1543. doi: 10.31857/S0044460X22100079
  2. Pevzner L.M., Ostrovskaya A.A., Petrov M.L., Stepakov A.A. // Russ. J. Gen. Chem. 2022. Vol. 92. N 10. P. 1919. doi: 10.1134/S1070363222100073
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