Synthesis of (−)-(3S)-1-(3-aminopropyl)-3-methylazacyclodecane, the structure proposed for the marine alkaloid haliclorensin

The total synthesis of both enantiomers of the title compound has been achieved in seven steps with 19% overall yield. The synthetic diamine differs in its NMR data and optical rotation from haliclorensin, a marine alkaloid for which the same structure had been proposed.