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(1S,2R,3R,8R,10S)-3-氯-2,8-二羟基-3,7-二甲基-11-亚甲基-13-氧杂双环-[8.3.0]十三碳-6-烯-12-酮

(1S,2R,3R,8R,10S)-3-Chloro-2,8-dihy-droxy-3,7-dimethyl-11-methyl-idene-13-oxabicyclo-[8.3.0]tridec-6-en-12-one.

作者信息

Moumou Mohamed, Benharref Ahmed, Daran Jean-Claude, Elhakmaoui Ahmed, Akssira Mohamed, Berraho Moha

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2011 Nov;67(Pt 11):o2826-7. doi: 10.1107/S1600536811039717. Epub 2011 Oct 5.

DOI:10.1107/S1600536811039717
PMID:22219871
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3247566/
Abstract

The title compound, C(15)H(21)ClO(4), was synthesized from 9α-hy-droxy-parthenolide (9α-hy-droxy-4,8-dimethyl-12-methylen-3,14-dioxatricyclo-[9.3.0.0(2,4)]tetra-dec-7-en-13-one), which was isolated from the chloro-form extract of the aerial parts of Anvillea radiata. The mol-ecule 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, mol-ecules are linked into chains propagating along the a axis by O-H⋯O hydrogen bonds.

摘要

标题化合物C(15)H(21)ClO(4)由9α-羟基-小白菊内酯(9α-羟基-4,8-二甲基-12-亚甲基-3,14-二氧杂三环-[9.3.0.0(2,4)]十四碳-7-烯-13-酮)合成,该物质从辐射安维尔菊地上部分的氯仿提取物中分离得到。分子由稠合的五元环和十元环构成。五元内酯环呈信封式构象,瓣原子C(H)-C-C(H)偏离通过其余四个原子的平均平面0.2325 (15) Å,而十元环呈现近似椅-椅式构象。两个环之间的二面角为66.4 (2)°。在晶体中,分子通过O-H⋯O氢键沿a轴方向连接成链。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6df6/3247566/d84997c9eef5/e-67-o2826-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6df6/3247566/3bff8fd525b6/e-67-o2826-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6df6/3247566/d84997c9eef5/e-67-o2826-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6df6/3247566/3bff8fd525b6/e-67-o2826-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6df6/3247566/d84997c9eef5/e-67-o2826-fig2.jpg

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