This article is cited in 3 papers

Communications

Synthesis of novel mannopyranosyl betulinic acid phosphoniohexyl ester

O. V. Tsepaeva^a, A. V. Nemtarev^ab, A. V. Kundina^b, L. R. Grigor’eva^b, V. F. Mironov<sup>ab

a</sup> A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
^b Alexander Butlerov Institute of Chemistry, Kazan Federal University, Kazan, Russian Federation

Abstract: A general approach to lupane monodesmosides containing a C-28 phosphonioalkyl group is based on the initial glycosylation of triterpene acid ω-haloalkyl esters at the C-3 position. The subsequent phosphorylation with triphenylphosphine and deprotection in the carbohydrate moiety finalize the synthesis.

Keywords: lupane, triterpenes, betulinic acid, saponins, glycoside, mannopyranose, glycosylation, phosphonium salts.

Language: English

DOI: 10.1016/j.mencom.2021.01.034

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