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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...

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Detalles Bibliográficos
Autores principales: Jenkinson, Sarah F., Best, Daniel, Weymouth-Wilson, Alexander C., Clarkson, Robert A., Fleet, George W. J., Watkin, David J.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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.
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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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