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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
- Authors: Pevzner L.M1, Ostrovskaya A.A1, Petrov M.L1, Stepakov A.V1,2
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Affiliations:
- St. Petersburg State Institute of Technology (Technical University)
- St. Petersburg State University
- Issue: Vol 93, No 4 (2023)
- Pages: 561-576
- Section: Articles
- URL: https://transsyst.ru/0044-460X/article/view/667036
- DOI: https://doi.org/10.31857/S0044460X2304008X
- EDN: https://elibrary.ru/ATWLMT
- ID: 667036
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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.
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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
- Певзнер Л.М., Островская А.А., Петров М.Л., Степаков А.В. // ЖОХ. 2022. Т. 92. Вып. 10. С. 1543. doi: 10.31857/S0044460X22100079
- 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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