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6β-Acetamido-5α-hydroxy-cholestan-3β-yl acetate.

ABSTRACT: The title steroid, C(31)H(53)NO(4), was prepared from the corresponding 5α,6α-epoxy-cholestane. The conformation of the six-membered rings is close to a chair form, while the five-membered ring adopts a twist conformation. The hydroxyl and acetamide groups are in axial positions. The nucleophilic species bound to the steroid nucleus at position 6 by the β-face, whereas the hydroxyl group at position 5 has α-orientation. All rings are trans-fused. The crystal packing shows that the mol-ecules related by twofold symmetry exist as O-H⋯O hydrogen-bonded dimers.

SUBMITTER: Pinto RM

PROVIDER: S-EPMC2959794 | biostudies-literature | 2008 Nov

REPOSITORIES: biostudies-literature

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6β-Acetamido-5α-hydroxy-cholestan-3β-yl acetate.

Pinto R M A RM Ramos Silva M M Matos Beja A A Salvador J A R JA Paixão J A JA

Acta crystallographica. Section E, Structure reports online 20081108 Pt 12

The title steroid, C(31)H(53)NO(4), was prepared from the corresponding 5α,6α-epoxy-cholestane. The conformation of the six-membered rings is close to a chair form, while the five-membered ring adopts a twist conformation. The hydroxyl and acetamide groups are in axial positions. The nucleophilic species bound to the steroid nucleus at position 6 by the β-face, whereas the hydroxyl group at position 5 has α-orientation. All rings are trans-fused. The crystal packing shows that the mol-ecules rel ...[more]

PMID: 21581280

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