An improved synthesis of (3S,12S)-N-1,N-14-diethyl-3,12-dihydroxy-homospermine, a polyamine analogue therapeutic agent

Authors
Bergeron, RJ Muller, R McManis, JS Yao, GW Huang, GF
Citation
Rj. Bergeron et al., An improved synthesis of (3S,12S)-N-1,N-14-diethyl-3,12-dihydroxy-homospermine, a polyamine analogue therapeutic agent, SYNTHESIS-S, (7), 2001, pp. 1043-1048
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
7
Year of publication
2001
Pages
1043 - 1048
Database
ISI
SICI code
0039-7881(200106):7<1043:AISO(>2.0.ZU;2-4
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.