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Crystal structure of (5R)-5-[(1S)-1,2-di­hydroxy­eth­yl]-4-meth­oxy-3-phenyl-2,5-di­hydro­furan-2-one

In the title compound, C(13)H(14)O(5), the furan ring is essentially planar [maximum deviation = 0.031 (3) Å] with a stereogenic center (R) at the sp (3) hybridized C atom. The C atom bearing the dihy­droxy ethyl group is S. The absolute configuration is based on the precursor in the synthesis. The...

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Detalles Bibliográficos
Autores principales: Kote, Santosh R., Thopate, Shankar R., Gupta, Sushil K., Butcher, Ray J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257168/
https://www.ncbi.nlm.nih.gov/pubmed/25484718
http://dx.doi.org/10.1107/S1600536814021370
Descripción
Sumario:In the title compound, C(13)H(14)O(5), the furan ring is essentially planar [maximum deviation = 0.031 (3) Å] with a stereogenic center (R) at the sp (3) hybridized C atom. The C atom bearing the dihy­droxy ethyl group is S. The absolute configuration is based on the precursor in the synthesis. The two O—H groups are in an anti conformation with respect to each other. The mean plane of the furan­one group is twisted by 8.2 (4)° from that of the phenyl ring. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds involving furan­one C=O groups and symmetry-related hy­droxy groups, forming a two-dimensional network parallel to (001). Weak C—H⋯O hydrogen bonds are observed within the two-dimensional network.