American Chemical Society
jo980266c_si_001.pdf (1.14 MB)

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

Download (1.14 MB)
journal contribution
posted on 1998-06-05, 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.