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Synthesis and transformations of carbohydrate derivatives. 1. Synthesis of furan and 5-nitrofuran derivatives of some thiosemicarbazones and thiosemicarbazides of D-glucose and L-arabinose

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

N-Glycopyranosylthiosemicarbazones and their acetates were synthesized by the reaction of tetraacetylglycopyransyl isothiocyanates with hydrazones of furan and nitrofuran aldehydes and also by reaction with hydrazine hydrate and subsequent treatment with the aldehydes. Acetates of glycopyranosyl-5-R-furoylthiosemicarbazides were obtained by acetylation of glycopyranosylthiosemicarbazides with furan- and 5-nitrofuranocarboxylic acid chlorides. The structures of the synthesized compounds were confirmed by thin-layer chromatography and the IR and PMR spectra and by the results of elementary analysis.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Academy of Sciences of the Kirghiz SSR, Frunze

    A. A. Tashpulatov, V. A. Afanas'ev, M. Yu. Lidak, N. M. Sukhova, Yu. Yu. Popelis & I. Rakhmatullaev

  2. Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, 226006, Riga

    A. A. Tashpulatov, V. A. Afanas'ev, M. Yu. Lidak, N. M. Sukhova, Yu. Yu. Popelis & I. Rakhmatullaev

Authors
  1. A. A. Tashpulatov
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  2. V. A. Afanas'ev
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  3. M. Yu. Lidak
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  4. N. M. Sukhova
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  5. Yu. Yu. Popelis
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  6. I. Rakhmatullaev
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 170–174, February, 1983.

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Tashpulatov, A.A., Afanas'ev, V.A., Lidak, M.Y. et al. Synthesis and transformations of carbohydrate derivatives. 1. Synthesis of furan and 5-nitrofuran derivatives of some thiosemicarbazones and thiosemicarbazides of D-glucose and L-arabinose. Chem Heterocycl Compd 19, 137–141 (1983). https://doi.org/10.1007/BF00506418

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  • DOI: https://doi.org/10.1007/BF00506418

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