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(25R)-6?-Hy-droxy-5?-spiro-stan-3?-yl tosyl-ate.

ABSTRACT: The title steroid, C34H50O6S, is an inter-mediate on the synthetic route between diosgenin and brassinosteroids, which possess the A ring modified with the 2?,3?-diol functionality. The polycyclic spiro-stan system has the expected conformation, with six-membered rings adopting chair forms and the five-membered rings envelope forms (flap atoms are the methine C atom in the C/D-ring junction and the spiro C atom connecting rings E and F). The 3?-tosyl-ate group is oriented in such a way that S=O bonds are engaged in inter-molecular hydrogen bonds with O-H and C-H donors. Chains of mol-ecules are formed along [100] via O-H?O hydrogen bonds, and secondary weak C-H?O inter-actions connect two neighbouring chains in the [001] direction.

SUBMITTER: Fernandez-Herrera MA 

PROVIDER: S-EPMC3589000 | biostudies-literature | 2012 Dec

REPOSITORIES: biostudies-literature

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(25R)-6α-Hy-droxy-5α-spiro-stan-3β-yl tosyl-ate.

Fernández-Herrera María A MA   Sandoval-Ramírez Jesús J   Bernès Sylvain S   Rodríguez-Acosta Maricela M   Hernández Linares María-Guadalupe MG  

Acta crystallographica. Section E, Structure reports online 20121124 Pt 12

The title steroid, C34H50O6S, is an inter-mediate on the synthetic route between diosgenin and brassinosteroids, which possess the A ring modified with the 2α,3α-diol functionality. The polycyclic spiro-stan system has the expected conformation, with six-membered rings adopting chair forms and the five-membered rings envelope forms (flap atoms are the methine C atom in the C/D-ring junction and the spiro C atom connecting rings E and F). The 3β-tosyl-ate group is oriented in such a way that S=O  ...[more]

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