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

DOI: 10.1107/s1600536808004509

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Abstract:

The title steroid, C29H46O4, is a furostene derivative with a C=C double-bond length of 1.353 (3) and an E configuration. The side chain is oriented toward the α face of the A–E steroidal nucleus and presents a disordered terminal CH2—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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