Abstract
The known natural diglycoside convalloside — strophanthidin 3β-O-[4-O-β-d-glucopyranosyl-α-L-rhamnopyranoside] — has been synthesized. The synthesis was carried out by the Koenigs-Knorr method via the preparation as intermediates of convallatoxin and its 2,3-isopropylidene derivative. Selectivity of glycosylation was achieved by the preliminary protection of the two OH groups in the cardenolide L-rhamnoside (convallatoxin).
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Literature cited
N. K. Kochetkov, A. Ya. Khorlin, and A. F. Bochkov, Dokl. Akad. Nauk SSSR,136, 613 (1969).
A. Ya. Khorlin, A. F. Bochkov, and N. K. Kochetkov, Izv. Akad. Nauk SSSR, No. 12, 2214 (1964).
V. T. Chernobai, Khim. Prir. Soedin., 162 (1965).
I. F. Makarevich, Khim. Prir. Soedin., 416 (1966).
V. T. Chernobia, Zh. Obshch. Khim.,34, 1018 (1964).
Additional information
All-Union Scientific Research Institute of Drug Chemistry and Technology, Khar'kov. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 383–386, May–June, 1988.
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Makarevich, I.F., Terno, I.S. Synthesis of convalloside. Chem Nat Compd 24, 323–325 (1988). https://doi.org/10.1007/BF00598579
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DOI: https://doi.org/10.1007/BF00598579