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Synthesis of (25R)-5α-Cholestane-3β,6β,15α,16β,26-pentol, a Cytostatic Starfish Steroid

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journal contribution
posted on 05.06.1998, 00:00 authored by Irene Izzo, Francesco De Riccardis, Guido Sodano
The synthesis of (25R)-5α-cholestane-3β,6β,15α,16β,26-pentol (1a), a marine cytostatic steroid, has been achieved in 13 steps (7.8% overall yield) starting from commercially available diosgenin (2). A key step in the synthesis was the dimethyldioxirane oxidation of the enolsilane 16 to introduce the 15α-hydroxy group in the D ring.

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