Synthesis of a quaternary polyprenyl ammonium salt

Reaction of primary C(55)-allylic alcohol moraprenol (WT(3)C(7-9)-OH, a polyprenol from mulberry leaves) with triethylamine in the presence of phosphorus oxychloride leads to a quaternary ammonium chloride with a good yield (72%) and high cis-stereoselectivity of the terminal isoprene unit. Cationic...

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Veröffentlicht in:Acta biochimica polonica 2007-01, Vol.54 (4), p.869-872
Hauptverfasser: Sizova, Olga V, Utkina, Natalia S, Kalinchuk, Nadezhda A, Danilov, Leonid L, Maltsev, Sergey D
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Sprache:eng
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Zusammenfassung:Reaction of primary C(55)-allylic alcohol moraprenol (WT(3)C(7-9)-OH, a polyprenol from mulberry leaves) with triethylamine in the presence of phosphorus oxychloride leads to a quaternary ammonium chloride with a good yield (72%) and high cis-stereoselectivity of the terminal isoprene unit. Cationic polyprenyl derivatives may be useful for transfection and immunological studies.
ISSN:0001-527X
1734-154X
DOI:10.18388/abp.2007_3190