Synthesis of new di- and triamine diosgenin dimers

In this Study, a high yield synthesis of symmetrical steroidal polyamine chillers was achieved by the dimerization of (25R)-3 beta-acetoxyfurost-5-en-26-al via several di- and tramine linkers under mild conditions To ensure the dimerization via E-E ring, the hydroxyl group in diosgenin was protected by an acetyl group The irnportant step is opening the spiioketal 1110ICty Using NaCNBH.(3)/AcOH to furnish the primary alcohol at C-26, followed by oxidation using PCC/CH2Cl2 to synthesize the desired aldehyde Finally, reductive amination with diaminopropane, charninobutane, diaminohexane,. and sperinicline using Na(OAc)(3)BH as reducing agent, afforded the required four dimers (C) 2009 Published by Elsevier Ltd