The total synthesis of the position-17 sulfur analogs of the perchlorate salts of the morphinans, (±)-levorphanol and (±)-isolevorphanol via4a-(2-aminoethyl)-1,2,3,4,4a,9-hexahydro-6-methoxyphenanthrene, a key intermediate in the synthesis of butorphanol (4), is described. 2D-Correlation and heterocorrelation nuclear magnetic resonance spectroscopy confirmed the configurational relationship of the isosteres.
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