Abstract
The reaction of peracetylgluco(galacto)pyranosyl isothiocyanates with β-aminopropionaldehyde diethylacetal gave the corresponding glycosylthioureas, which, after removal of the protective groups, are converted spontaneously to 3-gluco(galacto)pyranosyl-4-hydroxyhexahydropyrimidine-2-thiones.
Similar content being viewed by others
Literature cited
A. D. Shutalev, L. A. Ignatova, and B. V. Unkovskii, Khim. Geterotsikl. Soedin., No. 2, 244 (1984).
A. D. Shutalev, L. A. Ignatova, and B. V. Unkovskii, Khim. Geterotsikl. Soedin., No. 2, 269 (1982).
A. D. Shutalev, L. A. Ignatova, and B. V. Unkovskii, Khim. Geterotsikl. Soedin., No. 6, 825 (1982).
B. V. Unkovskii, L. A. Ignatova, and M. G. Zaitseva, Khim. Geterotsikl. Soedin., No. 5, 889 (1969).
F. -P. Kampf and F. Micheel, Chem. Ber., 89, 133 (1956).
C. Gmernicka-Haftek and W. Wieniawski, Acta Pol. Pharm., 34, 23 (1977).
R. K. Ritchie and H. Spedding, Spectrochim. Acta, 26A, 9 (1970).
K. R. G. Devi and N. Sathyanarayana, Bull. Chem. Soc. Jpn., 53, 2990 (1980).
G. Cleve, G. A. Hoyer, G. Schulz, and H. Vorbrüggen, Chem. Ber., 106, 3062 (1973).
A. Wohl, Chem. Ber., 34, 1914 (1901).
Author information
Authors and Affiliations
Additional information
See [1] for communication 3.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 548–551, April, 1984.
Rights and permissions
About this article
Cite this article
Shutalev, A.D., Ignatova, L.A. & Unkovskii, B.V. N-Glycosides. 4. Synthesis of 3-glycosyl-4-hydroxyhexahydropyrimidine-2-thiones on the basis of glycosyl isothiocyanates. Chem Heterocycl Compd 20, 447–450 (1984). https://doi.org/10.1007/BF00513866
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00513866