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Methyl 12-bromodehydroabietate
The title compound [systematic name: (1R)-methyl 6-bromo-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate], C(21)H(29)BrO(2), was synthesized from N-bromosuccinimide and methyl dehydroabietate, which was prepared through an esterification reaction using dehydro...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979028/ https://www.ncbi.nlm.nih.gov/pubmed/21579237 http://dx.doi.org/10.1107/S1600536810012201 |
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author | Gao, Hong Song, Zhan-Qian Shang, Shi-Bin |
author_facet | Gao, Hong Song, Zhan-Qian Shang, Shi-Bin |
author_sort | Gao, Hong |
collection | PubMed |
description | The title compound [systematic name: (1R)-methyl 6-bromo-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate], C(21)H(29)BrO(2), was synthesized from N-bromosuccinimide and methyl dehydroabietate, which was prepared through an esterification reaction using dehydroabietic acid and methanol as raw materials. The three six-membered rings adopt planar (mean deviation = 0.002 Å) half-chair and chair conformations. The two cyclohexane rings form a trans ring junction with the two methyl groups in axial positions. The crystal structure is stabilized by weak intermolecular C—H⋯O contacts along the b axis. |
format | Text |
id | pubmed-2979028 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29790282010-12-30 Methyl 12-bromodehydroabietate Gao, Hong Song, Zhan-Qian Shang, Shi-Bin Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound [systematic name: (1R)-methyl 6-bromo-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate], C(21)H(29)BrO(2), was synthesized from N-bromosuccinimide and methyl dehydroabietate, which was prepared through an esterification reaction using dehydroabietic acid and methanol as raw materials. The three six-membered rings adopt planar (mean deviation = 0.002 Å) half-chair and chair conformations. The two cyclohexane rings form a trans ring junction with the two methyl groups in axial positions. The crystal structure is stabilized by weak intermolecular C—H⋯O contacts along the b axis. International Union of Crystallography 2010-04-28 /pmc/articles/PMC2979028/ /pubmed/21579237 http://dx.doi.org/10.1107/S1600536810012201 Text en © Hong et al. 2010 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 Gao, Hong Song, Zhan-Qian Shang, Shi-Bin Methyl 12-bromodehydroabietate |
title | Methyl 12-bromodehydroabietate |
title_full | Methyl 12-bromodehydroabietate |
title_fullStr | Methyl 12-bromodehydroabietate |
title_full_unstemmed | Methyl 12-bromodehydroabietate |
title_short | Methyl 12-bromodehydroabietate |
title_sort | methyl 12-bromodehydroabietate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979028/ https://www.ncbi.nlm.nih.gov/pubmed/21579237 http://dx.doi.org/10.1107/S1600536810012201 |
work_keys_str_mv | AT gaohong methyl12bromodehydroabietate AT songzhanqian methyl12bromodehydroabietate AT shangshibin methyl12bromodehydroabietate |