(1R,3S,5R,6S)-6-Acetoxy-8-methyl-3-(p-tolylsulfonyloxy)-8-azoniabicyclo[3.2.1]octane (2R,3R)-2,3-bis(benzoyloxy)-3-carboxypropanoate
The title compound, C17H24NO5S+·C18H13O8−, is the key intermediate during the preparation of lesatropane [systematic name (1R,3S,5R,6S)-6-acetoxy-3-(4-methylphenylsulfonyloxy)tropane], a potential antiglaucoma agent. The tertiary N atom of the tropane ring is involved in i...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2009-05-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536809012732 |
| _version_ | 1818283591646314496 |
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| author | Yang Lu Hong-Zhuan Chen Ya-Fang Gu Yi-Fan Xie Li-Min Yang |
| author_facet | Yang Lu Hong-Zhuan Chen Ya-Fang Gu Yi-Fan Xie Li-Min Yang |
| author_sort | Yang Lu |
| collection | DOAJ |
| description | The title compound, C17H24NO5S+·C18H13O8−, is the key intermediate during the preparation of lesatropane [systematic name (1R,3S,5R,6S)-6-acetoxy-3-(4-methylphenylsulfonyloxy)tropane], a potential antiglaucoma agent. The tertiary N atom of the tropane ring is involved in intermolecular N—H...O hydrogen bonding, and the carboxylate groups are involved in intermolecular O—H...O hydrogen bonding. |
| first_indexed | 2024-12-13T00:39:21Z |
| format | Article |
| id | doaj.art-ca0fa8ace738460b83a0f63b4be44de4 |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-13T00:39:21Z |
| publishDate | 2009-05-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-ca0fa8ace738460b83a0f63b4be44de42022-12-22T00:05:09ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682009-05-01655o1037o103710.1107/S1600536809012732(1R,3S,5R,6S)-6-Acetoxy-8-methyl-3-(p-tolylsulfonyloxy)-8-azoniabicyclo[3.2.1]octane (2R,3R)-2,3-bis(benzoyloxy)-3-carboxypropanoateYang LuHong-Zhuan ChenYa-Fang GuYi-Fan XieLi-Min YangThe title compound, C17H24NO5S+·C18H13O8−, is the key intermediate during the preparation of lesatropane [systematic name (1R,3S,5R,6S)-6-acetoxy-3-(4-methylphenylsulfonyloxy)tropane], a potential antiglaucoma agent. The tertiary N atom of the tropane ring is involved in intermolecular N—H...O hydrogen bonding, and the carboxylate groups are involved in intermolecular O—H...O hydrogen bonding.http://scripts.iucr.org/cgi-bin/paper?S1600536809012732 |
| spellingShingle | Yang Lu Hong-Zhuan Chen Ya-Fang Gu Yi-Fan Xie Li-Min Yang (1R,3S,5R,6S)-6-Acetoxy-8-methyl-3-(p-tolylsulfonyloxy)-8-azoniabicyclo[3.2.1]octane (2R,3R)-2,3-bis(benzoyloxy)-3-carboxypropanoate Acta Crystallographica Section E |
| title | (1R,3S,5R,6S)-6-Acetoxy-8-methyl-3-(p-tolylsulfonyloxy)-8-azoniabicyclo[3.2.1]octane (2R,3R)-2,3-bis(benzoyloxy)-3-carboxypropanoate |
| title_full | (1R,3S,5R,6S)-6-Acetoxy-8-methyl-3-(p-tolylsulfonyloxy)-8-azoniabicyclo[3.2.1]octane (2R,3R)-2,3-bis(benzoyloxy)-3-carboxypropanoate |
| title_fullStr | (1R,3S,5R,6S)-6-Acetoxy-8-methyl-3-(p-tolylsulfonyloxy)-8-azoniabicyclo[3.2.1]octane (2R,3R)-2,3-bis(benzoyloxy)-3-carboxypropanoate |
| title_full_unstemmed | (1R,3S,5R,6S)-6-Acetoxy-8-methyl-3-(p-tolylsulfonyloxy)-8-azoniabicyclo[3.2.1]octane (2R,3R)-2,3-bis(benzoyloxy)-3-carboxypropanoate |
| title_short | (1R,3S,5R,6S)-6-Acetoxy-8-methyl-3-(p-tolylsulfonyloxy)-8-azoniabicyclo[3.2.1]octane (2R,3R)-2,3-bis(benzoyloxy)-3-carboxypropanoate |
| title_sort | 1r 3s 5r 6s 6 acetoxy 8 methyl 3 p tolylsulfonyloxy 8 azoniabicyclo 3 2 1 octane 2r 3r 2 3 bis benzoyloxy 3 carboxypropanoate |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536809012732 |
| work_keys_str_mv | AT yanglu 1r3s5r6s6acetoxy8methyl3ptolylsulfonyloxy8azoniabicyclo321octane2r3r23bisbenzoyloxy3carboxypropanoate AT hongzhuanchen 1r3s5r6s6acetoxy8methyl3ptolylsulfonyloxy8azoniabicyclo321octane2r3r23bisbenzoyloxy3carboxypropanoate AT yafanggu 1r3s5r6s6acetoxy8methyl3ptolylsulfonyloxy8azoniabicyclo321octane2r3r23bisbenzoyloxy3carboxypropanoate AT yifanxie 1r3s5r6s6acetoxy8methyl3ptolylsulfonyloxy8azoniabicyclo321octane2r3r23bisbenzoyloxy3carboxypropanoate AT liminyang 1r3s5r6s6acetoxy8methyl3ptolylsulfonyloxy8azoniabicyclo321octane2r3r23bisbenzoyloxy3carboxypropanoate |