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(3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep-oxy-dammarane-3,6,12,25-tetra-ol.

ABSTRACT: 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 tetra-hydro-furan ring has a conformation inter-mediate between half-chair and envelope. In the crystal, mol-ecules 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.

SUBMITTER: Guo HM

PROVIDER: S-EPMC3050417 | biostudies-other | 2010

REPOSITORIES: biostudies-other

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(3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep-oxy-dammarane-3,6,12,25-tetra-ol.

Guo Huan-Mei HM Wang Liang L Wang Nan N Zhang Jiang-Feng JF Meng Qing-Guo QG

Acta crystallographica. Section E, Structure reports online 20101211 Pt 1

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 tetra-hydro-furan ring has a conformation inter-mediate between half-chair and envelope. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, and C-H⋯O contacts also occur. The a ...[more]

PMID: 21522769

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