(E)-(25S)-23-Acetyl-5β-furost-22-ene-3β,26-diol

The title steroid, C(29)H(46)O(4), is a furostene derivative with a C=C double-bond length of 1.353 (3) Å and an E configuration. The side chain is oriented toward the α face of the A–E steroidal nucleus and presents a disordered terminal CH(2)—OH group [occupancies for resolved sites are 0.591 (9)...

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Detalles Bibliográficos
Autores principales: Hernández Linares, María-Guadalupe, Sandoval Ramírez, Jesús, Meza Reyes, Socorro, Montiel Smith, Sara, Bernès, Sylvain
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960791/
https://www.ncbi.nlm.nih.gov/pubmed/21201948
http://dx.doi.org/10.1107/S1600536808004509
Descripción
Sumario:The title steroid, C(29)H(46)O(4), is a furostene derivative with a C=C double-bond length of 1.353 (3) Å and an E configuration. The side chain is oriented toward the α face of the A–E steroidal nucleus and presents a disordered terminal CH(2)—OH group [occupancies for resolved sites are 0.591 (9) and 0.409 (9)]. The methyl group at C20 attached to ring E is also oriented toward the α face, avoiding steric hindrance with the carbonyl O atom of the acetyl group. The furostene and acetyl functionalities form an α,β-unsaturated ketone system, with an s-cis configuration. All hydr­oxy and carbonyl groups are involved in weak inter­molecular hydrogen bonds. The absolute configuration was assigned from the synthesis.

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