Synthesis of a quaternary polyprenyl ammonium salt.

Olga V Sizova; Natalia S Utkina; Nadezhda A Kalinchuk; Leonid L Danilov; Sergey D Maltsev

doi:10.18388/abp.2007_3190

Synthesis of a quaternary polyprenyl ammonium salt.

Olga V Sizova Kochetkov Laboratory of Carbohydrate Chemistry, Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation. olga_sizova@yahoo.co.uk;
Natalia S Utkina
Nadezhda A Kalinchuk
Leonid L Danilov
Sergey D Maltsev

DOI: https://doi.org/10.18388/abp.2007_3190

Abstract

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.

Published

2007-12-11

Issue

Vol. 54 No. 4 (2007)

Section

Articles

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