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

Pevzner, L. M; Kozlova, M. V.

doi:10.31857/S0044460X2304008X

PII

10.31857/S0044460X2304008X-1

DOI

10.31857/S0044460X2304008X

Publication type

Article

Status

Published

Authors

L. M Pevzner

Affiliation: St. Petersburg State Institute of Technology (Technical University)

M. V. Kozlova

Affiliation:
St. Petersburg State Institute of Technology (Technical University)
St. Petersburg State University

Volume/ Edition

Volume 93 / Issue number 4

Pages

561-576

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.

Keywords

4,7-дигидро-5Н-тиопирано[3,4-b]фуран реакции электрофильного замещения О-, S- и N-нуклеофилы 3-хлорметил-4,7-дигидро-5Н-тиопирано[3,4-b]фуран 4,7-dihydro-5Н-thiopyrano[3,4-b]furan О-, S-, N-nucleophiles 3-chloromethyl-4,7-dihydro-5Н-thiopyrano[3,4-b]furan

Date of publication

15.04.2023

Year of publication

2023

Number of purchasers

Views

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
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.

GOST	Kozlova M., Pevzner L. 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 // Russian Journal of General Chemistry. – 2023. – V. 93. – Issue number 4 C. 561-576 . URL: https://genchemras.ru/10-31857-s0044460x2304008x-1/?version_id=113180. DOI: 10.31857/S0044460X2304008X
MLA	Kozlova, M. V, Pevzner, L. M "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." Russian Journal of General Chemistry. 93.4 (2023).:561-576. DOI: 10.31857/S0044460X2304008X
APA	Kozlova M., Pevzner L. (2023). 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. Russian Journal of General Chemistry. vol. 93, no. 4, pp.561-576 DOI: 10.31857/S0044460X2304008X

RAS Chemistry & Material ScienceЖурнал общей химии Russian Journal of General Chemistry

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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References

Индексирование

RAS Chemistry & Material ScienceЖурнал общей химии Russian Journal of General Chemistry

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

You can

References

Индексирование

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