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Paper | Regular issue | Vol 29, No. 7, 1989, pp.1275-1282
Published online, 1st January, 1970
DOI: 10.3987/COM-89-4922
Synthesis of 5β-Androsta-17β-(1’-oxocyclohex-2’-en-3’-yl)-3β,14β,diol-3-β-D-glucopyranoside, a Potent Cardiac Glucoside with High Safety Margin

Uttam K. Pati* and Karel Wiesner

*Natural Products Research Center, Department of Chemistry, University of New Brunswick, Bag Service #45222, Fredericton, New Brunswick, E3b 5A3, Canada


Starting from testosterone 1, an efficient preparation of a cardioactive glucoside 13 with a modified 17β- functionality is described. The glucoside 13, in spite of no lactone group at the 17β- position, is found to be potent and showed a high margin of safety.