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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详细

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.

作者简介

L. Pevzner

St. Petersburg State Institute of Technology (Technical University)

Email: pevzner_lm@list.ru

A. Ostrovskaya

St. Petersburg State Institute of Technology (Technical University)

M. Petrov

St. Petersburg State Institute of Technology (Technical University)

A. Stepakov

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

参考

  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
  3. Pat. WO 20043397A1.
  4. Pat. WO 2004066912A2.
  5. Valenta M., Maloň P., Janda M., Šrogl J. // Collect. Czech. Chem. Commun. 1972. Vol. 37. P. 493. doi: 10.1135/cccc19720493
  6. Гюнтер Х. Введение в курс спектроскопии ЯМР. М.: Мир, 1984. С. 115.

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