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(3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep­oxy­dammarane-3,6,12,25-tetra­ol

The title compound, C(36)H(58)O(8), was prepared from 20(S)-protopanaxatriol, which was degraded from Panax quinquefolium saponin with sodium in glycerine, extracted and seperated by flash chromatography. Three six-membered rings are in chair conformations, the five-membered ring is in an envelope f...

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Detalles Bibliográficos
Autores principales: Guo, Huan-Mei, Wang, Liang, Wang, Nan, Zhang, Jiang-Feng, Meng, Qing-Guo
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050417/
https://www.ncbi.nlm.nih.gov/pubmed/21522769
http://dx.doi.org/10.1107/S1600536810050749
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author Guo, Huan-Mei
Wang, Liang
Wang, Nan
Zhang, Jiang-Feng
Meng, Qing-Guo
author_facet Guo, Huan-Mei
Wang, Liang
Wang, Nan
Zhang, Jiang-Feng
Meng, Qing-Guo
author_sort Guo, Huan-Mei
collection PubMed
description The title compound, C(36)H(58)O(8), was prepared from 20(S)-protopanaxatriol, which was degraded from Panax quinquefolium saponin with sodium in glycerine, extracted and seperated by flash chromatography. Three six-membered rings are in chair conformations, the five-membered ring is in an envelope form and the tetra­hydro­furan ring has a conformation inter­mediate between half-chair and envelope. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds, and C—H⋯O contacts also occur. The absolute structure was assigned on the basis of the synthesis.
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spelling pubmed-30504172011-04-26 (3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep­oxy­dammarane-3,6,12,25-tetra­ol Guo, Huan-Mei Wang, Liang Wang, Nan Zhang, Jiang-Feng Meng, Qing-Guo Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(36)H(58)O(8), was prepared from 20(S)-protopanaxatriol, which was degraded from Panax quinquefolium saponin with sodium in glycerine, extracted and seperated by flash chromatography. Three six-membered rings are in chair conformations, the five-membered ring is in an envelope form and the tetra­hydro­furan ring has a conformation inter­mediate between half-chair and envelope. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds, and C—H⋯O contacts also occur. The absolute structure was assigned on the basis of the synthesis. International Union of Crystallography 2010-12-11 /pmc/articles/PMC3050417/ /pubmed/21522769 http://dx.doi.org/10.1107/S1600536810050749 Text en © Guo et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Guo, Huan-Mei
Wang, Liang
Wang, Nan
Zhang, Jiang-Feng
Meng, Qing-Guo
(3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep­oxy­dammarane-3,6,12,25-tetra­ol
title (3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep­oxy­dammarane-3,6,12,25-tetra­ol
title_full (3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep­oxy­dammarane-3,6,12,25-tetra­ol
title_fullStr (3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep­oxy­dammarane-3,6,12,25-tetra­ol
title_full_unstemmed (3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep­oxy­dammarane-3,6,12,25-tetra­ol
title_short (3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep­oxy­dammarane-3,6,12,25-tetra­ol
title_sort (3r,6r,12r,20s,24s)-3,6,12-triacetyl-20,24-ep­oxy­dammarane-3,6,12,25-tetra­ol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050417/
https://www.ncbi.nlm.nih.gov/pubmed/21522769
http://dx.doi.org/10.1107/S1600536810050749
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