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

(25R)-6[alpha]-Hydroxy-5[alpha]-spirostan-3[beta]-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[alpha],3[alpha]-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[beta]-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-H...O hydrogen bonds, and secondary weak C-H...O interactions connect two neighbouring chains in the [001] direction.


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