(1 S ,2 R ,3 R ,8 R ,10 S )-3-Chloro-2,8-dihydroxy-3,7-dimethyl-11-methylidene-13-oxabicyclo[8.3.0]tridec-6-en-12-one

The title compound, C15H21ClO4, was synthesized from 9α-hydroxyparthenolide (9α-hydroxy-4,8-dimethyl-12-methylen-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one), which was isolated from the chloroform extract of the aerial parts of Anvillea radiata. The molecule is built up fro...

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Published in:Acta crystallographica. Section E, Structure reports online Structure reports online, 2011-11, Vol.67 (11), p.o2826-o2827
Main Authors: Moumou, Mohamed, Benharref, Ahmed, Daran, Jean-Claude, Elhakmaoui, Ahmed, Akssira, Mohamed, Berraho, Moha
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cited_by cdi_FETCH-LOGICAL-c354t-2b7d10e61c73949a3078dcb5d0fbfa57fb7fcf2c3fe482867b3e1e95243a02ca3
cites cdi_FETCH-LOGICAL-c354t-2b7d10e61c73949a3078dcb5d0fbfa57fb7fcf2c3fe482867b3e1e95243a02ca3
container_end_page o2827
container_issue 11
container_start_page o2826
container_title Acta crystallographica. Section E, Structure reports online
container_volume 67
creator Moumou, Mohamed
Benharref, Ahmed
Daran, Jean-Claude
Elhakmaoui, Ahmed
Akssira, Mohamed
Berraho, Moha
description The title compound, C15H21ClO4, was synthesized from 9α-hydroxyparthenolide (9α-hydroxy-4,8-dimethyl-12-methylen-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one), which was isolated from the chloroform extract of the aerial parts of Anvillea radiata. The molecule is built up from fused five- and ten-membered rings. The five-membered lactone ring has an envelope conformation with the flap atom, C(H)-C-C(H), displaced by 0.2325 (15) Å from the mean plane through the remaining four atoms, whereas the ten-membered ring displays an approximate chair–chair conformation. The dihedral angle between the two rings is 66.4 (2)°. In the crystal, molecules are linked into chains propagating along the a axis by O—H...O hydrogen bonds.
doi_str_mv 10.1107/S1600536811039717
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title (1 S ,2 R ,3 R ,8 R ,10 S )-3-Chloro-2,8-dihydroxy-3,7-dimethyl-11-methylidene-13-oxabicyclo[8.3.0]tridec-6-en-12-one
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