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Synthesis of novel mannopyranosyl betulinic acid phosphoniohexyl ester

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Tsepaeva O. V. et al. Synthesis of novel mannopyranosyl betulinic acid phosphoniohexyl ester // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 110-112.
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Tsepaeva O. V., Nemtarev A. V., Kundina A. V., Grigor’eva L. R., Mironov V. F. Synthesis of novel mannopyranosyl betulinic acid phosphoniohexyl ester // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 110-112.
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TY - JOUR
DO - 10.1016/j.mencom.2021.01.034
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.034
TI - Synthesis of novel mannopyranosyl betulinic acid phosphoniohexyl ester
T2 - Mendeleev Communications
AU - Tsepaeva, Olga Victorovna
AU - Nemtarev, Andrey Vladimirovich
AU - Kundina, Alexandra Victorovna
AU - Grigor’eva, Leysan Radikovna
AU - Mironov, Vladimir Fedorovich
PY - 2020
DA - 2020/12/30
PB - Mendeleev Communications
SP - 110-112
IS - 1
VL - 31
ER -
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@article{2020_Tsepaeva,
author = {Olga Victorovna Tsepaeva and Andrey Vladimirovich Nemtarev and Alexandra Victorovna Kundina and Leysan Radikovna Grigor’eva and Vladimir Fedorovich Mironov},
title = {Synthesis of novel mannopyranosyl betulinic acid phosphoniohexyl ester},
journal = {Mendeleev Communications},
year = {2020},
volume = {31},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.034},
number = {1},
pages = {110--112},
doi = {10.1016/j.mencom.2021.01.034}
}
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Tsepaeva, Olga Victorovna, et al. “Synthesis of novel mannopyranosyl betulinic acid phosphoniohexyl ester.” Mendeleev Communications, vol. 31, no. 1, Dec. 2020, pp. 110-112. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.034.

Keywords

betulinic acid
glycoside
glycosylation
lupane
mannopyranose
phosphonium salts
saponins
triterpenes

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.

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