22,24-Diepiteasterone (3) and 23,24-diepiteasterone (4) were synthesized st
arting from a mixture of the corresponding (22S,23S)- and (22R,23R)-epoxide
s. Using detailed NOE investigations and molecular dynamic simulations with
explicit solvent, the preferred conformations of both compounds were deter
mined in solution. For both compounds 3 and 4 a preferred conformation of t
he side chain was found. For 4, by X-ray analysis the conformation in cryst
alline state was determined which differs distinctly from that in solution.