Acta Cryst. (2012). E68, o3413-o3414
[ doi:10.1107/S1600536812046600 ]

(25R)-6-Hydroxy-5-spirostan-3-yl tosylate

M. A. Fernández-Herrera, J. Sandoval-Ramírez, S. Bernès, M. Rodríguez-Acosta and M.-G. Hernández Linares

Abstract: The title steroid, C₃₄H₅₀O₆S, is an intermediate on the synthetic route between diosgenin and brassinosteroids, which possess the A ring modified with the 2,3-diol functionality. The polycyclic spirostan 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-tosylate group is oriented in such a way that S=O bonds are engaged in intermolecular hydrogen bonds with O-H and C-H donors. Chains of molecules are formed along [100] via O-HO hydrogen bonds, and secondary weak C-HO interactions connect two neighbouring chains in the [001] direction.

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