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(1S)-1,2-O-Benzylidene-α-d-glucurono-6,3-lactone
X-ray crystallographic analysis has established that the major product from the protection of d-glucoronolactone with benzaldehyde is (1S)-1,2-O-benzylidene-α-d-glucurono-6,3-lactone, C(13)H(12)O(6), rather than the R epimer. The crystal structure exists as O—H⋯O hydrogen-bonded chains of molecule...
Autores principales: | , , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968165/ https://www.ncbi.nlm.nih.gov/pubmed/21582005 http://dx.doi.org/10.1107/S1600536809002876 |
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author | Jenkinson, Sarah F. Best, Daniel Weymouth-Wilson, Alexander C. Clarkson, Robert A. Fleet, George W. J. Watkin, David J. |
author_facet | Jenkinson, Sarah F. Best, Daniel Weymouth-Wilson, Alexander C. Clarkson, Robert A. Fleet, George W. J. Watkin, David J. |
author_sort | Jenkinson, Sarah F. |
collection | PubMed |
description | X-ray crystallographic analysis has established that the major product from the protection of d-glucoronolactone with benzaldehyde is (1S)-1,2-O-benzylidene-α-d-glucurono-6,3-lactone, C(13)H(12)O(6), rather than the R epimer. The crystal structure exists as O—H⋯O hydrogen-bonded chains of molecules lying parallel to the a axis. The absolute configuration was determined by the use of d-glucuronolactone as the starting material. |
format | Text |
id | pubmed-2968165 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29681652010-12-30 (1S)-1,2-O-Benzylidene-α-d-glucurono-6,3-lactone Jenkinson, Sarah F. Best, Daniel Weymouth-Wilson, Alexander C. Clarkson, Robert A. Fleet, George W. J. Watkin, David J. Acta Crystallogr Sect E Struct Rep Online Organic Papers X-ray crystallographic analysis has established that the major product from the protection of d-glucoronolactone with benzaldehyde is (1S)-1,2-O-benzylidene-α-d-glucurono-6,3-lactone, C(13)H(12)O(6), rather than the R epimer. The crystal structure exists as O—H⋯O hydrogen-bonded chains of molecules lying parallel to the a axis. The absolute configuration was determined by the use of d-glucuronolactone as the starting material. International Union of Crystallography 2009-01-31 /pmc/articles/PMC2968165/ /pubmed/21582005 http://dx.doi.org/10.1107/S1600536809002876 Text en © Jenkinson 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 Jenkinson, Sarah F. Best, Daniel Weymouth-Wilson, Alexander C. Clarkson, Robert A. Fleet, George W. J. Watkin, David J. (1S)-1,2-O-Benzylidene-α-d-glucurono-6,3-lactone |
title | (1S)-1,2-O-Benzylidene-α-d-glucurono-6,3-lactone |
title_full | (1S)-1,2-O-Benzylidene-α-d-glucurono-6,3-lactone |
title_fullStr | (1S)-1,2-O-Benzylidene-α-d-glucurono-6,3-lactone |
title_full_unstemmed | (1S)-1,2-O-Benzylidene-α-d-glucurono-6,3-lactone |
title_short | (1S)-1,2-O-Benzylidene-α-d-glucurono-6,3-lactone |
title_sort | (1s)-1,2-o-benzylidene-α-d-glucurono-6,3-lactone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968165/ https://www.ncbi.nlm.nih.gov/pubmed/21582005 http://dx.doi.org/10.1107/S1600536809002876 |
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