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(1'S,6'S,8'S,9'R)-9'-溴-12'-氧杂-螺-[1,3-二氧戊环-2,4'-三环-[6.3.1.0(1,6)]十二烷]

(1'S,6'S,8'S,9'R)-9'-Bromo-12'-oxa-spiro-[1,3-dioxolane-2,4'-tricyclo-[6.3.1.0(1,6)]dodeca-ne].

作者信息

Mehta Goverdhan, Khan Tabrez Babu

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2012 Aug 1;68(Pt 8):o2411-2. doi: 10.1107/S1600536812029777. Epub 2012 Jul 10.

DOI:10.1107/S1600536812029777
PMID:22904865
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3414332/
Abstract

In an endeavor directed towards the construction of the oxabicyclic[3.2.1]octane segment present in the bioactive natural products of cortistatins and icetexanes genre, the title compound, C(13)H(19)BrO(3), was synthesized from (4aR,9aS)-1,3,4,4a,5,6,9,9a-octa-hydro-spiro-[benzo[7]annulene-2,2'-[1,3]dioxolane]-4a-ol via a transannular bromo-etherification protocol. The six-membered ring adopts a twist-boat conformation, while the fused cycloheptane ring adopts a chair conformation. The crystal packing is effected through two distinct inter-molecular C-H⋯O hydrogen-bond patterns and mol-ecules are arranged to define an inter-esting motif along the b axis.

摘要

为了构建存在于皮质他汀类和冰藤烷类生物活性天然产物中的氧杂双环[3.2.1]辛烷片段，通过跨环溴醚化协议，由(4aR,9aS)-1,3,4,4a,5,6,9,9a-八氢-螺[苯并[7]轮烯-2,2'-[1,3]二氧戊环]-4a-醇合成了标题化合物C(13)H(19)BrO(3)。六元环呈扭船构象，而稠合的环庚烷环呈椅式构象。晶体堆积通过两种不同的分子间C-H⋯O氢键模式实现，分子沿b轴排列形成一个有趣的图案。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1aa8/3414332/e4c800662259/e-68-o2411-fig4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1aa8/3414332/c3c26b28b8b7/e-68-o2411-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1aa8/3414332/9bb48ebbec9d/e-68-o2411-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1aa8/3414332/08383ca37370/e-68-o2411-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1aa8/3414332/e4c800662259/e-68-o2411-fig4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1aa8/3414332/c3c26b28b8b7/e-68-o2411-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1aa8/3414332/9bb48ebbec9d/e-68-o2411-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1aa8/3414332/08383ca37370/e-68-o2411-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1aa8/3414332/e4c800662259/e-68-o2411-fig4.jpg

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