2-O-Benzhydryl-3,4-(S)-O-benzyl­idene-d-xylono-1,4-lactone

X-ray crystallography unequivocally shows that protection of the free hydroxyl group of 3,5-O-benzyl­idene-d-xylono-1,4-lactone with diphenyl­diazo­methane proceeded smoothly to give the title compound, C(25)H(22)O(5), with no accompanying epimerization. Unlike the analogously protected lyxono lacto...

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Detalles Bibliográficos
Autores principales: Jenkinson, Sarah F., Rule, Sebastian D., Booth, Kathrine V., Fleet, George W. J., Watkin, David J., Petursson, Sigthor
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961596/
https://www.ncbi.nlm.nih.gov/pubmed/21202537
http://dx.doi.org/10.1107/S1600536808012567
Descripción
Sumario:X-ray crystallography unequivocally shows that protection of the free hydroxyl group of 3,5-O-benzyl­idene-d-xylono-1,4-lactone with diphenyl­diazo­methane proceeded smoothly to give the title compound, C(25)H(22)O(5), with no accompanying epimerization. Unlike the analogously protected lyxono lactone, the isomeric xylono lactone has two mol­ecules present in the asymmetric unit (Z′ = 2). The 5-ring lactones adopt envelope conformations and the 6-ring ketals adopt chair conformations.

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