An Improved Synthesis of (3S,12S)-N ^¹ ,N ¹⁴-Diethyl-3,12-dihydroxy-homospermine, a Polyamine Analogue Therapeutic Agent

Abstract

The synthesis of a hydroxylated analogue of N ¹,N ¹⁴-diethylhomospermine, (3S,12S)-N ¹,N ¹⁴-diethyl-3,12-dihydroxyhomospermine, is described. The key step in the assembly of this homospermine derivative involves alkylation of N,N"-dibenzylputrescine with two equivalents of N-[(3S)-3,4-epoxybutyl]-N-ethyltrifluoromethanesulfonamide.

Key words

antitumor agents - chiral alcohols - epoxides - Mitsunobu reaction - polyamine analogue

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