(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, C(17)H(24)NO(5)S(+)·C(18)H(13)O(8) (−), 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 inter­mol...

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Detalles Bibliográficos
Autores principales: Yang, Li-Min, Xie, Yi-Fan, Gu, Ya-Fang, Chen, Hong-Zhuan, Lu, Yang
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977720/
https://www.ncbi.nlm.nih.gov/pubmed/21583856
http://dx.doi.org/10.1107/S1600536809012732
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author Yang, Li-Min
Xie, Yi-Fan
Gu, Ya-Fang
Chen, Hong-Zhuan
Lu, Yang
author_facet Yang, Li-Min
Xie, Yi-Fan
Gu, Ya-Fang
Chen, Hong-Zhuan
Lu, Yang
author_sort Yang, Li-Min
collection PubMed
description The title compound, C(17)H(24)NO(5)S(+)·C(18)H(13)O(8) (−), 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.
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spelling pubmed-29777202010-12-30 (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 Yang, Li-Min Xie, Yi-Fan Gu, Ya-Fang Chen, Hong-Zhuan Lu, Yang Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(17)H(24)NO(5)S(+)·C(18)H(13)O(8) (−), 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. International Union of Crystallography 2009-04-18 /pmc/articles/PMC2977720/ /pubmed/21583856 http://dx.doi.org/10.1107/S1600536809012732 Text en © Yang et al. 2009 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
Yang, Li-Min
Xie, Yi-Fan
Gu, Ya-Fang
Chen, Hong-Zhuan
Lu, 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
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
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977720/
https://www.ncbi.nlm.nih.gov/pubmed/21583856
http://dx.doi.org/10.1107/S1600536809012732
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